Cephalomannine

HCID 6436208

Notes Reactions

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Basic information

CAS: 71610-00-9
Standard SMILES: C/C=C(\C)C(=O)N[C@@H](c1ccccc1)[C@@H](O)C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C
InChIKey: DBXFAPJCZABTDR-WBYYIXQISA-N
Molecular formula: C45H53NO14
Average molar mass: 831.9 g/mol

Overview

Taxol B has been reported in Taxus sumatrana, Taxus cuspidata, and other organisms with data available.

Names & identifiers

Preferred name: Cephalomannine
IUPAC: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(E)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
English name: Cephalomannine
Molecular formula: C45H53NO14
Molecular weight: 831.9

Names & synonyms

Cephalomannine71610-00-9Taxol BN799XED1KLNSC-318735DTXSID301317229((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-((2R,3S)-2-hydroxy-3-(((E)-2-methylbut-2-enoyl)amino)-3-phenylpropanoyl)oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(E)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoateRefChem:124398DTXCID601775331((1S,2S,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-((2R,3S)-2-hydroxy-3-(((E)-2-methylbut-2-enoyl)amino)-3-phenylpropanoyl)oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoateNSC318735

Show more names

paclitaxel iMpurity ICEPHALOMANNINE(P)Cephalomannine CASCephalomannine, >99%Paclitaxel Impurity BPaclitaxel harringine

Paclitaxel EP Impurity BN-Debenzoyl-N-tigloylpaclitaxelN-Debenzoyl-N-tigloylpaclitaxel (Cephalomannine)NSC 318735Cephalomannine (Standard)UNII-N799XED1KLSCHEMBL33711MLS006011264

Database identifiers

CAS: 71610-00-9
PubChem CID: 6436208
ChEMBL: CHEMBL305522
UNII: N799XED1KL
EC Number: 630-569-6
Nikkaji: J943.195K

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 221 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 14
Rotatable bonds: 14
Heavy atoms: 60
Formal charge: 0
Complexity: 1,790

Physicochemical properties

Melting point: 139 · 139-141C
Boiling point: 929.5 · 929.5±65.0 °C(Predicted)
Density: 1.36 · 1.36±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: 14 mg/mL, · DMSO: 14 mg/mL, soluble
form: solid
pka: 11.95 · 11.95±0.20(Predicted)
color: White to Pale Beige
InChIKey: DBXFAPJCZABTDR-WBYYIXQISA-N
CAS DataBase Reference: 71610 · 71610-00-9
FDA UNII: 799 XED1KL · N799XED1KL
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 315 · H315-H318-H335
Precautionary statements: 280 · P280-P302+P352-P305+P351+P338+P310
Hazard Codes: Xi
Risk Statements: 37 · 37/38-41
Safety Statements: 26 · 26-39
WGK Germany: 3 · 3
HS Code: 29329990 · 29329990

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)

Safety data

wgk: 3
hs_code: 29329990
risk_code: 37/38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xi
safety_code: 26-39
Hazard statements: H315-H318-H335
Precautionary statements: P280-P302+P352-P305+P351+P338+P310

Chemistry & industry

Applications · 4 items

OccurrenceA taxane derivative, cephalomannine occurs in the extract of Cephalotaxus rnannii. It has been obtained as colourless needles from MeOH aq. and is laevorotatory with a specific rotation of [α]D -41° (MeOH).

UsesCephalomannine is an active anti-cancer agent obtained from Taxus yunnanensis and has an antineoplastic effect on tumors found in mice. Cephalomannine is a chemotherapy drug that is given as a treatment for some types of cancer. Cephalomannine is most com

UsesAntitumor, antiproliferative.

Usessimilar anti-cancer function as Taxol

Upstream & downstream products

Upstream raw materials

TIGLOYL CHLORIDE

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

上海纯优生物科技有限公司18302135232 18302135232 · [email protected]

Related reactions

10 records

New reaction record

HRID 369475As productuspto-grants-2000_10

HRID 374397As reactantuspto-grants-1996_01

HRID 439696As reactantuspto-grants-1996_05

HRID 1109266As reactantuspto-grants-1994_06

HRID 1459662As reactantuspto-grants-1998_12

HRID 1590327As reactantuspto-grants-1993_04

HRID 1598499As reactantuspto-grants-1998_04

HRID 1769405As reactantuspto-grants-1995_01

Compound notes

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