General Information of Natural Product (ID: NP0849)
  Natural Product Name
Succinic Acid
  Synonyms
succinic acid; butanedioic acid; 110-15-6; Amber acid; Asuccin; Wormwood acid; Dihydrofumaric acid; Katasuccin; Bernsteinsaure; ethylenesuccinic acid; 1,2-Ethanedicarboxylic acid; 1,4-Butanedioic acid; Wormwood; Butandisaeure; Acidum succinicum; Butanedionic acid; Succinicum acidum; Kyselina jantarova; Butane diacid; Ethylene dicarboxylic acid; Spirit of amber; Bernsteinsaure [German]; Kyselina jantarova [Czech]; Ammonium succinate; HSDB 791; succinic-acid; UNII-AB6MNQ6J6L; MFCD00002789; succ; NSC 106449; AI3-06297; AB6MNQ6J6L; Butanedioic acid, homopolymer; E363; CHEBI:15741; C4-beta-polymorph; NSC25949; NSC-106449; NCGC00159372-02; NCGC00159372-04; Succinellite; acide succinique; Sal succini; Acid of amber; DSSTox_CID_3602; WLN: QV2VQ; DSSTox_RID_77102; DSSTox_GSID_23602; SIN; Ethylene succinic acid; Ethanedicarboxylic acid; Bernsteinsaeure; sodium succinate (anhydrous); succinate, 9; acide butanedioique; 26776-24-9; CAS-110-15-6; Succinic acid [NF]; Succinic acid (8CI); Butanedioic acid (9CI); EINECS 203-740-4; BRN 1754069; Dihydrofumarate; Succinicate; Butanedioic acid diammonium salt; Salt of amber; 1cze; Butanedioic acid?; Nat.Succinic Acid; 1,4-Butanedioate; Succinic acid, 6; Succinic acid, FCC; Succinic Acide,(S); Succinic Acid (SA); 1,4-Butandioic Acid; Succinic acid, 99%; Succinic acid, natural; 4lh2; 1,2-Ethanedicarboxylate; Substrate analogue, 11; suc; Succinic acid, ACS grade; bmse000183; bmse000968; CHEMBL576; EC 203-740-4; HOOC-CH2-CH2-COOH; A 12084; 4-02-00-01908 (Beilstein Handbook Reference); GTPL3637; DTXSID6023602; FEMA NO. 4719; BDBM26121; HMS3885O04; ZINC895030; HY-N0420; STR02803; Tox21_111612; Tox21_201918; Tox21_303247; BBL002473; LMFA01170043; NSC-25949; NSC106449; s3791; STK387105; Succinic acid, >=99%, FCC, FG; Succinic acid, BioXtra, >=99.0%; AKOS000118899; Tox21_111612_1; CCG-266069; DB00139; LS40373; MCULE-5889111640; SuccinicAcid(IndustrialGrade&FoodGrade); NCGC00159372-03; NCGC00159372-05; NCGC00159372-06; NCGC00257092-01; NCGC00259467-01; Succinic acid, ACS reagent, >=99.0%; BP-21128; I847; Succinic acid, ReagentPlus(R), >=99.0%; CS-0008946; FT-0652509; FT-0773657; N1941; S0100; Succinic acid, p.a., ACS reagent, 99.0%; Succinic acid, SAJ first grade, >=99.0%; SUCCINIC ACID HIGH PURITY GRADE 2.5KG; Succinic acid, purum p.a., >=99.0% (T); Succinic acid, SAJ special grade, >=99.5%; 1,4-BUTANEDIOIC ACID (SUCCINIC ACID); A14596; C00042; D85169; Succinic acid, Vetec(TM) reagent grade, 98%; AB01332192-02; Q213050; SR-01000944556; J-002386; SR-01000944556-2; Z57127453; F2191-0239; 37E8FFFB-70DA-4399-B724-476BD8715EF0; Succinic acid, certified reference material, TraceCERT(R); Succinic acid, puriss. p.a., ACS reagent, >=99.5% (T); Succinic acid, United States Pharmacopeia (USP) Reference Standard; Succinic acid, matrix substance for MALDI-MS, >=99.5% (T), Ultra pure; Succinic acid, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99.0%; Succinic acid, BioReagent, suitable for cell culture, suitable for insect cell culture; Succinic Acid, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C4H6O4
  Weight 118.09
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
  InChI Key KDYFGRWQOYBRFD-UHFFFAOYSA-N
  Isomeric SMILES C(CC(=O)O)C(=O)O
  Canonical SMILES C(CC(=O)O)C(=O)O
  External Links PubChem ID 1110
CAS ID 110-15-6
HIT ID C0420
CHEMBL ID CHEMBL576
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Brassica juncea (var. RLC-1)
  Factor Name: CdCl2 Treatment; Earthworms Treatment [1]
              Species Info Factor Info
               Experiment Detail
The experiments were conducted under controlled conditions using plastic pots having lower diameter of 7.8 cm, upper diameter of 13.5 cm and 12 cm in height. The soil was collected from the top layer (0-20 cm) from the Botanical Garden of the university. Soil was air dried crushed and sieved through 2 mm filter autoclaved at 121 ℃ for 2 h. The soil was autoclaved to exclude soil pathogens and other microorganisms if any. The autoclaved soil was poured in pots and kept in the growth chamber. The pots were filled with 500 g uncontaminated soil and partially decayed compost (cow manure) (2:1) and was used as growing medium. The cow dung was added into the soil for better performance of earthworms. A subsample of the study soil before mixing with compost was analyzed for its physicochemical characteristics. The soil used for the experiment was sandy loam soil having pH 7.8 , EC (Electrical conductivity) (µS/cm) =184.25 , TDS (Total Dissolved Solids) (mg/kg) = 130 , N (Nitrogen) (mg/kg) = 103 , P (Phosphorus) (mg/kg) = 10.6 , K (Potassium) (mg/kg) = 0.343 , %OC = 0.894, Cd (mg/kg) = ND (not detected by AAS).The Cd treatment was given by using anhydrous CdCl2 (Minimum assay: 95.0%) procured from Hi-Media laboratories. The CdCl2 anhydrous was added to the soil to make different concentrations of Cd 0.50 mM, 0.75 mM, 1.00 mM, and 1.25 mM (i.e. 56 mg/Kg , 84 mg/Kg , 112 mg/Kg and 140 mg/Kg respectively). The various treatments given are as shown below:(1)C0 (Control): (Cadmium absence);(2)C1: (0.5 mM Cd);(3)C2: (0.75 mM Cd);(4)C3: (1.00 mM Cd);(5)C4: (1.25 mM Cd).Each Cd treatment was given in soils without as well as with earthworms (WTE = without, WE = with earthworms). Earthworms (3 earthworms per pot) were inoculated after seven days of Cd treatment and incubated for 7 d in soil with earthworms. The seeds after surface sterilization were sown in soil containing different concentration of Cd and earthworms in plastic pots. These pots were kept in seed germinator under controlled conditions i.e. 25 ℃ temperature and 16:8 h dark: light photoperiod (1700 lx) for 15 d. Seedlings were harvested after 15 d followed by washing with distilled water. The growth and biochemical analysis was done on these seedlings.
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               Factor Function
Increased Cd uptake in plants in presence of earthworms enhances the total antioxidative capacity, metal chelating compounds and content of other antioxidants in plants grown under metal polluted soils. Earthworms can improve plant growth by improving nutrient availability to plants through their vermicasting activity. Their role in modifying soil pH and increasing metal phytoavailability made their use ideal in phytoremediation of polluted soils. Increased uptake and accumulation of Cd in plants activates the antioxidative system of plants takes place by addition of earthworms to soil.
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               Mechanism
The gene expression for the key enzymes involved in organic acid metabolism was studied to understand the role of earthworms in organic acid metabolism in plants under Cd metal stress. It was observed that in comparison to control (C0) seedlings the expression of CS, SUCLG1, SDH and FH was enhanced 1.72, 1.58, 1.65 and 1.88 folds in seedlings given C4 treatment with 1.25 mM dose of Cd respectively . However, after supplementation of earthworms to Cd treated soils given C4 treatment resulted in further enhancement in expression of CS (2.53 fold), SUCLG1 (2.35 fold), SDH (2.13 fold) and FH (3.06 fold) .
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               Factor Part Location NP Content
 
0.5 mM CdCl2 + without earthworms
NA Ludhiana, India.
NP Content: 1.316 ± 0.045 mg/g
 
0.75 mM CdCl2 + without earthworms
NA Ludhiana, India.
NP Content: 1.730 ± 0.036 mg/g
 
1.00 mM CdCl2 + without earthworms
NA Ludhiana, India.
NP Content: 1.945 ± 0.024 mg/g
 
1.25 mM CdCl2 + without earthworms
NA Ludhiana, India.
NP Content: 2.115 ± 0.051 mg/g
 
0 mM CdCl2 + with earthworms
NA Ludhiana, India.
NP Content: 1.233 ± 0.075 mg/g
 
0 mM CdCl2 + without earthworms
NA Ludhiana, India.
NP Content: 1.148 ± 0.118 mg/g
 
0.5 mM CdCl2 + with earthworms
NA Ludhiana, India.
NP Content: 1.469 ± 0.051 mg/g
 
0.75 mM CdCl2 + with earthworms
NA Ludhiana, India.
NP Content: 1.943 ± 0.084 mg/g
 
1.00 mM CdCl2 + with earthworms
NA Ludhiana, India.
NP Content: 2.239 ± 0.071 mg/g
 
1.25 mM CdCl2 + with earthworms
NA Ludhiana, India.
NP Content: 2.466 ± 0.048 mg/g
      Species Name: Vitis vinifera cv. Pinot noir
  Factor Name: Drought Stress Treatment [2]
              Species Info Factor Info
               Experiment Detail
3-year old single shoot V. vinifera plants (cultivar Pinot noir 18 Gm grafted on Kober 5BB, 51 plants) potted in 3L pots in a sandy loam soil were used. All plants were well watered (200 mL per day) at the beginning of the experiment (04.06.2010; DAY 0; 5 plants) and water was supplied to all control plants once every day (250 mL per day), whereas water supply of stressed plants was stopped. Physiological measurements and sampling of leaves took place on 07.06.2010 (DAY 3; 5 control, 5 stressed plants), 10.06.2010 (DAY 6; 5 control, 5 stressed plants) and 12.06.2010 (DAY 8; 5 control, 10 stressed plants). Due to very hot weather conditions in June 2010 the experiment was stopped after 8 days and 12 available control plants were used to restart the drought treatment with 6 control and 6 stressed plants on 11.06.2010 and all plants were measured on 15.06.2010 (DAY 5). The mean leaf temperatures at midday were: 25 ℃ (04.06.2010; DAY 0), 31.9 ℃ (07.06.2010; DAY 3), 30.8 ℃ (15.06.2010; DAY 5), 35.8 ℃ (10.06.2010; DAY 6) and 35.7 ℃ (12.06.2010; DAY 8). The mean PAR radiation per day (measured from 6:00 am till 7:00 pm) was 144.1 µmol m-2 s-1. Each plant was used only once for physiological measurements and sampling of leaves.On every day of the experiment (day 0, 3, 5, 6, 8) the pot weight and the volumetric soil moisture content (ThetaProbe ML2x and handheld data logger Moisture Meter HH2, Delta-T Devices, Cambridge, United Kingdom) was recorded. The water potential (PWSC Model 3000, Soilmoisture Equipment Corporation, Santa Barbara, USA) was determined for the 6th leaf (representing the insertion level of the shoot from the basis) of every plant and measurement day. Chlorophyll fluorescence and gas exchange parameters of light adapted leaves were determined with the 4th and 5th leaf, whereas dark adaptation was performed only with the 5th leaf. Immediately after these non-invasive measurements, the 5th leaf was harvested, frozen in liquid nitrogen and further used for the measurement of polyphenols, selected primary metabolites and volatiles (VOCs).
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               Factor Function
The content of different groups of primary and secondary metabolites is significantly influenced by severe drought stress in grapevine leaves. The content of the majority of the metabolites (around 60% of primary metabolites, around 85% of polyphenols and about 40% of the detected and identified VOCs) increased upon drought stress treatment. Among these especially the primary metabolites citric acid and glyceric acid were strongly influenced by the short as well as the prolonged drought stress treatment, whereas all polyphenols were only induced upon the prolonged drought stress treatment.
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               Factor Part Location NP Content
 
Normal condition
Leaves Vienna, Austria
NP Content: 37.2 ± 4.6 µg/g dry weight
 
Dry 3-5 days
Leaves Vienna, Austria
NP Content: 40.0 ± 9.7 µg/g dry weight
 
Dry 6-8 days
Leaves Vienna, Austria
NP Content: 49.0 ± 20.8 µg/g dry weight
References
1 Role of earthworms in phytoremediation of cadmium (Cd) by modulating the antioxidative potential of Brassica juncea L.
2 Severe drought stress is affecting selected primary metabolites, polyphenols, and volatile metabolites in grapevine leaves (Vitis vinifera cv. Pinot noir)