Details of Natural Product (NP)

General Information of Natural Product (ID: NP1414)
  Natural Product Name
Camptothecin
  Synonyms
camptothecin; Camptothecine; 7689-03-4; (S)-(+)-Camptothecin; Campathecin; (+)-Camptothecine; d-Camptothecin; 20(S)-Camptothecine; (+)-Camptothecin; 21,22-Secocamptothecin-21-oic acid lactone; NSC94600; Camptothecine (8CI); Camptothecine (S,+); CHEMBL65; (4S)-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; UNII-XT3Z54Z28A; MLS000766223; XT3Z54Z28A; CHEBI:27656; MFCD00081076; NSC-94600; (S)-4-ethyl-4-hydroxy-1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione; 251316-95-7; (S)-Camptothecin; (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione; 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-; 20(S)-Camptothecin; 4-ETHYL-4-HYDROXY-1,12-DIHYDRO-4H-2-OXA-6,12A-DIAZA-DIBENZO[B,H]FLUORENE-3,13-DIONE; Topotecan Related Compound C; SR-01000075798; SR-01000597379; d-camptothecine; (s)-camptothecine; Camptothecin,(S); ( )-Camptothecin; (S)-4-ethyl-4-hydroxy-1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione; (S)-4-Ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-(4H,12H)-dione; 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-; 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (4S)-; 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-; Prestwick_102; (+)-Camptothecin;; Spectrum_000299; Tocris-1100; SpecPlus_000712; Prestwick0_000200; Prestwick1_000200; Prestwick2_000200; Prestwick3_000200; Spectrum2_000903; Spectrum3_001203; Spectrum4_000738; Spectrum5_001126; Lopac-C-9911; SCHEMBL6038; Lopac0_000341; BSPBio_000159; BSPBio_002586; KBioGR_001036; KBioSS_000779; KBioSS_002283; cid_24360; DivK1c_000826; DivK1c_006808; SPECTRUM1502232; SPBio_000746; SPBio_002080; BPBio1_000175; CCRIS 8162; DTXSID0030956; HMS502J08; KBio1_000826; KBio1_001752; KBio2_000779; KBio2_003347; KBio2_005915; KBio3_002086; 4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; NINDS_000826; Bio1_000400; Bio1_000889; Bio1_001378; HMS1568H21; HMS1921N08; HMS2089F08; HMS2095H21; HMS3261E03; HMS3414J17; HMS3654D13; HMS3678J15; HMS3712H21; ZINC105309; (S)-4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; ACT02668; BCP02857; Tox21_500341; AC-202; BBL033963; BDBM50008923; CCG-40255; GR-301; NSC 94600; s1288; STK801886; AKOS004119861; CS-1049; DB04690; KS-5235; LP00341; MCULE-1654983682; SDCCGMLS-0066688.P001; SDCCGSBI-0050329.P003; BRN 0631069; CAS-2114454; IDI1_000826; NCGC00015290-01; NCGC00016994-01; NCGC00016994-02; NCGC00016994-03; NCGC00016994-04; NCGC00016994-05; NCGC00016994-06; NCGC00016994-07; NCGC00016994-08; NCGC00016994-09; NCGC00016994-10; NCGC00016994-11; NCGC00016994-12; NCGC00016994-16; NCGC00016994-29; NCGC00024997-01; NCGC00024997-02; NCGC00024997-03; NCGC00024997-04; NCGC00024997-05; NCGC00024997-06; NCGC00178592-01; NCGC00178592-02; NCGC00261026-01; HY-16560; K332; NCI60_042105; SMR000445686; SY010324; AI3-62475; EU-0100341; N1868; SW196414-3; C 9911; C01897; J10012; M01564; AB00052452-08; AB00052452-09; AB00052452_10; (S)-(+)-Camptothecin, >=90% (HPLC), powder; 689C034; A838882; Q419964; Q-200785; SR-01000075798-1; SR-01000075798-4; SR-01000597379-1; SR-01000597379-3; BRD-K37890730-001-09-4; BRD-K37890730-001-10-2; (S)-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]florene-3,13-dione; (S)-4-ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione; 4-Ethyl-4-hydroxy-1H-pyrano-[3[,4[:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; Topotecan Related Compound C, United States Pharmacopeia (USP) Reference Standard; (S)-4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione;(S)-(+)-Camptothecin; (S)-4-Ethyl-4-hydroxy-1H-pyrano[3 inverted exclamation mark ,4 inverted exclamation mark :6,7]indolizino[1,2-b]quinoline-3,14-(4H,12H)-dione; 1H-Pyrano[3',7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-; 4(S)-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14 (4H,12H)-dione; 4-ethyl-4-hydroxy-(4S)-3,4,12,14-tetrahydro-1H-pyrano[3'',4'':6,7]indolizino[1,2-b]quinoline-3,14-dione; 4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (camptothecin or CPT); 4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (Camptothecin); 4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (CPT, Camptothecin)
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  Formula C20H16N2O4
  Weight 348.4
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
  InChI Key VSJKWCGYPAHWDS-FQEVSTJZSA-N
  Isomeric SMILES CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
  Canonical SMILES CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O
  External Links PubChem ID 24360
CAS ID 7689-03-04
NPASS ID NPC129909
CHEMBL ID CHEMBL65
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Alternaria alternata isolate MDF1.2
  Factor Name: PDB medium [1]
              Species Info Factor Info
               Experiment Detail
Endophytic fungi were isolated from fruits of M. dentata (Icacinaceae; sub-order Asterid). The species is a slow growing climber and is sparsely distributed in the Western Ghats, India. For each pure isolate, single hyphal tips were incubated in 250 ml conical flasks containing 50 ml of pre-sterilized PDB. Flasks were agitated at 200 rpm on a rotary shaker at 28 ℃ for 4 days.
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               Factor Part Location NP Content
 
PDB medium (28℃ + 6 days + PH 6.5)
 Fruits Ghats, India
NP Content: 73.9 µg/g dry weight
      Species Name: Fomitopsis sp. MDF11
  Factor Name: PDB medium [1]
              Species Info Factor Info
               Experiment Detail
Endophytic fungi were isolated from fruits of M. dentata (Icacinaceae; sub-order Asterid). The species is a slow growing climber and is sparsely distributed in the Western Ghats, India. For each pure isolate, single hyphal tips were incubated in 250 ml conical flasks containing 50 ml of pre-sterilized PDB. Flasks were agitated at 200 rpm on a rotary shaker at 28 ℃ for 4 days.
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               Factor Part Location NP Content
 
PDB medium (28℃ + 6 days + PH 6.5)
 Fruits Ghats, India
NP Content: 55.49 µg/g dry weight
      Species Name: Fusarium solani culture-collection MTCC:9667
  Factor Name: PDA medium [2]
              Species Info Factor Info
               Experiment Detail
The endophytic fungal strains were isolated from trees of the species A. dimidiata E. Mey. ex Arn (Icacinaceae) growing in the Western Ghats region, a mega-bio-diversity hot spot in India. The location coordinates of Periya, the collection locality are 11° 50′ 0″ North, 75° 50′ 0″ East. For each pure isolate, single hyphal tips were incubated in 250 ml conical flasks containing 50 ml of pre-sterilized PDA broth. Flasks were agitated at 200 rpm on a rotary shaker at 28℃ for 4 days.
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               Factor Part Location NP Content
 
PDA medium (28℃ + 4 days)
 Leaves; Stem bark Ghats, India
NP Content: 37 µg/100 g
      Species Name: Fusarium solani culture-collection MTCC:9668
  Factor Name: PDA medium [2]
              Species Info Factor Info
               Experiment Detail
The endophytic fungal strains were isolated from trees of the species A. dimidiata E. Mey. ex Arn (Icacinaceae) growing in the Western Ghats region, a mega-bio-diversity hot spot in India. The location coordinates of Periya, the collection locality are 11° 50′ 0″ North, 75° 50′ 0″ East. For each pure isolate, single hyphal tips were incubated in 250 ml conical flasks containing 50 ml of pre-sterilized PDA broth. Flasks were agitated at 200 rpm on a rotary shaker at 28℃ for 4 days.
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               Factor Part Location NP Content
 
PDA medium (28℃ + 4 days)
 Leaves; Stem bark Ghats, India
NP Content: 53.6 µg/100 g
      Species Name: Fusarium solani isolate S19
  Factor Name: PDA medium [3]
              Species Info Factor Info
               Experiment Detail
Samples of C. acuminata were collected in April from the Botanical Garden, South of Guiyang, China. Small terminal, limbs (1x25 cm) from one to two years old were harvested and stored in a sealed plastic bag at room temperature and processed within 2 days. The fungi were statically cultured for 10 days at 28 ℃ in petri dishes. They were incubated into 1000 mL flasks containing 500 mL of PDA broth. After 4 days of incubation at 28 ℃ on rotary shaker at 150 rotations per minute (rpm), mycelia and broth were separated by filtration.
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               Factor Part Location NP Content
 
PDA medium (28℃ + 7 days)
 Stems Guiyang, China.
NP Content: 40 ± 5 µg/g dry weight mycelia
      Species Name: Phomopsis sp. MDF3(1)
  Factor Name: PDB medium [1]
              Species Info Factor Info
               Experiment Detail
Endophytic fungi were isolated from fruits of M. dentata (Icacinaceae; sub-order Asterid). The species is a slow growing climber and is sparsely distributed in the Western Ghats, India. For each pure isolate, single hyphal tips were incubated in 250 ml conical flasks containing 50 ml of pre-sterilized PDB. Flasks were agitated at 200 rpm on a rotary shaker at 28 ℃ for 4 days.
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               Factor Part Location NP Content
 
PDB medium (28℃ + 6 days + PH 6.5)
 Fruits Ghats, India
NP Content: 42.06 µg/g dry weight
References
1 Endophytic fungi from Miquelia dentata Bedd., produce the anti-cancer alkaloid, camptothecine
2 Endophytic fungal strains of Fusarium solani, from Apodytes dimidiata E. Mey. ex Arn (Icacinaceae) produce camptothecin, 10-hydroxycamptothecin and 9-methoxycamptothecin
3 Characterization and antitumor activity of camptothecin from endophytic fungus Fusarium solani isolated from Camptotheca acuminate