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71610-00-9

Basic Information
CAS No.: 71610-00-9
Name: Cephalomannine
Article Data: 10
Molecular Structure:
Molecular Structure of 71610-00-9 (Cephalomannine)
Formula: C45H53NO14
Molecular Weight: 831.914
Synonyms: Benzenepropanoic acid, alpha-hydroxy-beta-((2-methyl-1-oxo-2-butenyl)amino)-, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(aR*,betaS*),11alpha,12alpha,12aalpha,12balpha))-;Benzenepropanoic acid,R-hydroxy-a-[[(2E)-2- methyl-1-oxo-2-butenyl]amino]-,(2aR,4S,- 4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis- (acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,- 11,12,12a,12b-dodecahydro-4,11-dihydroxy- 4a,8,13,13-tetramethyl-5-oxo-7,11-methano- 1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester,(RR,aS)-;Benzenepropanoic acid, alpha-hydroxy-beta-(((2E)-2-methyl-1-oxo-2-butenyl)amino)-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (alphaR,betaS)-;Taxol B;
Density: 1.36 g/cm3
Melting Point: 139-141oC
Boiling Point: 929.5 °C at 760 mmHg
Flash Point: 516 °C
Solubility: DMSO: 14 mg/mL
Appearance: solid
Hazard Symbols: Xi
Risk Codes: 37/38-41
Safety: 26-39
PSA: 221.29000
LogP: 3.77900
Synthetic route

C2HF3O2*C40H47NO13

35660-94-7

(E)-2-methylbut-2-enoyl chloride

71610-00-9

cephalomannine

Conditions
ConditionsYield
81%
502626-21-3

C47H52Cl3NO15

71610-00-9

cephalomannine

Conditions
ConditionsYield
With ammonium acetate In tetrahydrofuran; methanol14 mg
261728-77-2

7-trichloroacetyl-3'-debenzoylpaclitaxel

71610-00-9

cephalomannine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: 14 mg / ammonium acetate / methanol; tetrahydrofuran
View Scheme
204125-01-9

C45H48Cl5NO14

71610-00-9

cephalomannine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: pyridine
3: 14 mg / ammonium acetate / methanol; tetrahydrofuran
View Scheme

(4S,5R)-2,2-di(chloromethyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid triethylamine salt

71610-00-9

cephalomannine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 84 percent / DCC / toluene / 2 h / 35 °C
2: HCl
3: pyridine
4: 14 mg / ammonium acetate / methanol; tetrahydrofuran
View Scheme
204124-97-0

7-trichloroacetylbaccatin III

71610-00-9

cephalomannine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 84 percent / DCC / toluene / 2 h / 35 °C
2: HCl
3: pyridine
4: 14 mg / ammonium acetate / methanol; tetrahydrofuran
View Scheme
861856-91-9

2'-acetylcephalomannine

71610-00-9

cephalomannine

Conditions
ConditionsYield
With methanol; dimethyl amine at 3℃; for 1.5h;

7-O-(β-xylosyl)cephalomannine

71610-00-9

cephalomannine

Conditions
ConditionsYield
With Enterobacter sp. CGMCC 2487 Microbiological reaction;
71610-00-9

cephalomannine

157956-84-8

C43H49NO15

Conditions
ConditionsYield
With ozone In dichloromethane at -78℃; for 0.75h;97%
Multi-step reaction with 2 steps
1: 150 mg / Et4NOAc, tBuOOH, OsO4 / acetone; 2-methyl-propan-2-ol; H2O / 1 h / 0 °C
2: 93 percent / NaIO4 / methanol; H2O / 3 h / 25 °C
View Scheme
619-66-9

4-Carboxybenzaldehyde

71610-00-9

cephalomannine

385442-68-2

2'-(4-formyl)benzoyl cephalomannine

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide at 20℃; for 24h;95%
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    71610-00-9 CAS NO.71610-00-9

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Specification

The Cephalomannine is an organic compound with the formula C45H53NO14. The systematic name of this chemical is (2α,5β,7β,10β,13α)-4,10-bis(acetyloxy)-1,7-dihydroxy-13-{[(2R,3S)-2-hydroxy-3-{[(2E)-2-methylbut-2-enoyl]amino}-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxytax-11-en-2-yl benzoate. With the CAS registry number 71610-00-9, it is also named as Taxol B. The product's categories are Alkaloids; Antineoplastic and Immunosuppressive Antibiotics Enzyme Inhibitors by Enzyme; Antibiotics by Application; Chemical Structure Class; Interferes with DNA Synthesis Antibiotics; Mechanism of Action; Penicillins and Cephalosporins (beta-Lactams).

The other characteristics of Cephalomannine can be summarized as: (1)ACD/LogP: 6.59; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 6.59; (4)ACD/LogD (pH 7.4): 6.59; (5)#H bond acceptors: 15; (6)#H bond donors: 4; (7)#Freely Rotating Bonds: 17; (8)Polar Surface Area: 179.5 Å2; (9)Index of Refraction: 1.614; (10)Molar Refractivity: 212.75 cm3; (11)Molar Volume: 609.9 cm3; (12)Surface Tension: 64.2 dyne/cm; (13)Enthalpy of Vaporization: 141.65 kJ/mol; (14)Vapour Pressure: 0 mmHg at 25°C; (15)Rotatable Bond Count: 14; (16)Tautomer Count: 6; (17)Exact Mass: 831.346605; (18)MonoIsotopic Mass: 831.346605; (19)Topological Polar Surface Area: 221; (20)Heavy Atom Count: 60; (21)Complexity: 1790.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(/C(=C/C)C)N[C@@H](c1ccccc1)[C@@H](O)C(=O)O[C@@H]4C(=C3/[C@@H](OC(=O)C)C(=O)[C@]6([C@H]([C@H](OC(=O)c2ccccc2)[C@@](O)(C3(C)C)C4)[C@@]5(OC(=O)C)[C@H](OC5)C[C@@H]6O)C)/C
2. InChI:InChI=1/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1