Baccatin Iii

HCID 65366CAS 27548-93-2

Substructure search Find similar structures

Basic information

Standard SMILES: CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]3(O)C[C@H](O)C(C)=C1C3(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
InChIKey: OVMSOCFBDVBLFW-VHLOTGQHSA-N
Molecular formula: C31H38O11
Average molar mass: 586.6 g/mol
Monoisotopic mass: 586.24141202

Names & identifiers

Preferred name: Baccatin Iii
IUPAC: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
English name: Baccatine III
Molecular formula: C31H38O11
Molecular weight: 586.63

Names & synonyms

Baccatin III27548-93-240K5PZ0K67CHEBI:32898DTXSID301029474NSC-3307537,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-7,11-METHANO-5H-CYCLODECA(3,4)BENZ(1,2-B)OXET-5-ONE, 6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-1,2A,3,4,4A,6,9,10,11,12,12A,12B-DODECAHYDRO-4,9,11-TRIHYDROXY-4A,8,13,13-TETRAMETHYL-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)-((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-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-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoateRefChem:116207DTXCID501514724

Show more names

baccatin ⅢBaccatine ⅢBakading IIIBacardine IIIBaccatin III-RMBACCATIN III 98%Baccatine III,95%

636-675-9NSC330753BACCATINE IIIPaclitaxel EP Impurity NNSC 330753MFCD00153921C31H38O11[(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{S})-4,12-diacetyloxy-10,14,16,16-tetramethyl-1,9,15-tris(oxidanyl)-11-oxidanylidene-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl] benzoate

Database identifiers

CAS: 27548-93-2
PubChem CID: 65366
DTXSID: DTXSID301029474
ChEMBL: CHEMBL288043
ChEBI: CHEBI:32898
UNII: 40K5PZ0K67
EC Number: 636-675-9
Nikkaji: J82.234E

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 166 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 11
Rotatable bonds: 7
Heavy atoms: 42
Formal charge: 0
Complexity: 1,200

Physicochemical properties

Melting point: 229 · 229-234 °C
Boiling point: 562.81 °C · 562.81°C (rough estimate)
Density: 1.2062 · 1.2062 (rough estimate)
refractive index: 1.5455 · 1.5455-1.5475
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: 125 mg/mL · DMSO : 125 mg/mL (213.08 mM; Need ultrasonic)
form: Solid
pka: 12.76 · 12.76±0.70(Predicted)
color: White to off-white
Water Solubility: insoluble
Stability: 4 Year · 4 Year Shelf Life
InChIKey: OVMSOCFBDVBLFW-VHLOTGQHSA-N
SMILES: O1C[C@@]2(OC(C)=O)[C@@]3([H])[C@H](OC(=O)C4=CC=CC=C4)[C@@]4(O)C(C)(C)C(=C(C)[C@@H](O)C4)[C@@H](OC(C)=O)C(=O)[C@]3(C)[C@@H](O)C[C@@]12[H]
CAS DataBase Reference: 27548 · 27548-93-2
FDA UNII: 40 K5PZ0K67 · 40K5PZ0K67
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Danger
Hazard statements: 315 · H315-H319-H335-H340-H350
Precautionary statements: 201 · P201-P202-P261-P302+P352-P305+P351+P338-P308+P313
target organs: Respiratory system
Hazard Codes: T
Risk Statements: 45 · 45-46-22-36/37/38-48/20/22
Safety Statements: 53 · 53-22-26-36/37/39-45-24/25
RIDADR: 1544 · 1544
WGK Germany: 3 · 3
HazardClass: 6.1 · 6.1(b)
PackingGroup: III
HS Code: 29329990 · 29329990
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 1 BEye · Carc. 1BEye Irrit. 2Muta. 1BSkin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H350 (100%): May cause cancer [Danger Carcinogenicity]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 69 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)；Carc. 1B (100%)

Safety data

wgk: 3
ridadr: 1544
hs_code: 29329990
risk_code: 45-46-22-36/37/38-48/20/22
Signal word: Danger
Symbol(GHS): GHS07,GHS08
hazard_code: T
safety_code: 53-22-26-36/37/39-45-24/25
hazard_class: 6.1(b)
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H319-H335-H340-H350
Hazard Classifications: Carc. 1BEye Irrit. 2Muta. 1BSkin Irrit. 2STOT SE 3
Precautionary statements: P201-P202-P261-P302+P352-P305+P351+P338-P308+P313