喜树碱

Description

Camptothecin · CAS 7689-03-4 · C20H16N2O4. UNII XT3Z54Z28A. Melting Point: 275-277 °C; LogP: 1.74.

Identification

CAS Registry Number	7689-03-4
PubChem CID	24360
Molecular formula	C20H16N2O4
IUPAC name	(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
UNII (FDA)	XT3Z54Z28A

Computed Descriptors

Molecular Weight	348.4
XLogP3	1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	1
Exact Mass	348.11100700
Monoisotopic Mass	348.11100700
Topological Polar Surface Area	79.7
Heavy Atom Count	26
Formal Charge	0

Physical & Chemical Properties

Melting Point	275-277 °C
LogP	1.74

Physical description & handling notes

• 178.35 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 178.86 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 163.42 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 181.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• Camptothecin demonstrated strong anticancer activity in preliminary clinical trials but also low solubility and adverse drug reaction. Camptothecin is believed to be a potent topoisomerase inhibitor that interferes with the essential function of topoisomerase in DNA replication.

GHS Hazard Classification

Reported hazard statements	H301 (98%), H340 (20%)

Documented Uses

• Investigated for the treatment of cancer.
• Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.
• Compounds that inhibit the activity of DNA TOPOISOMERASE I.
• Camptothecin binds to the topoisomerase I and DNA complex resulting in a ternary complex, stabilizing it and preventing DNA re-ligation and therefore causes DNA damage which results in apoptosis.

Synonyms

camptothecin; Camptothecine; 7689-03-4; (S)-(+)-Camptothecin; (+)-Camptothecin; d-Camptothecin; 20(S)-Camptothecine; (+)-Camptothecine; 21,22-Secocamptothecin-21-oic acid lactone; NSC94600; NSC-94600; DTXSID0030956; (4S)-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; XT3Z54Z28A; CHEBI:27656; 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-, (S)-

Frequently Asked Questions

What are the CAS number and molecular formula of Camptothecin?

CAS 7689-03-4; molecular formula C20H16N2O4; molecular weight — g/mol.

What other names is Camptothecin known by?

camptothecin, Camptothecine, 7689-03-4, (S)-(+)-Camptothecin, (+)-Camptothecin, d-Camptothecin.

Is Camptothecin classified as hazardous?

Hazard statements reported: H301, H340.

What are the key physical properties of Camptothecin?

Melting Point: 275-277 °C; LogP: 1.74.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.