CAS 32981-86-5 10-deacetylbaccatin III (HCID 154272)

Names & identifiers

Preferred name: 10-deacetylbaccatin III
IUPAC: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
English name: 10-Deacetylbaccatin III
Molecular formula: C29H36O10
Molecular weight: 544.59

Names & synonyms

10-Deacetylbaccatin III32981-86-510-Deacetylbaccatine IIIUNII-4K6EWW2Z45CHEBI:1819310-DEACETYL-BACCATIN III10.BETA.-DEACETYLBACCATIN IIINSC 251677NSC-2516775beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate7,11-METHANO-5H-CYCLODECA(3,4)BENZ(1,2-B)OXET-5-ONE, 12B-(ACETYLOXY)-12-(BENZOYLOXY)-1,2A,3,4,4A,6,9,10,11,12,12A,12B-DODECAHYDRO-4,6,9,11-TETRAHYDROXY-4A,8,13,13-TETRAMETHYL-, (2AR,4S,4AS,6R,9S,11S,12S,12AR,12BS)

Show more names

10-DAB10-DEACETYLBACCATIN10-DAB Ⅲ10-DAB-III1-Deacetylbaccatin IIIDocetaxel EP Impurity E10-Deacetyl Baccatin lllóNH2484110DBA III

10-DB III((1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.03,10.04,7)heptadec-13-en-2-yl) benzoate4-(Acetyloxy)-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo(11.3.1.0,.0,)heptadec-13-en-2-yl benzoic acid4-(Acetyloxy)-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0,.0,]heptadec-13-en-2-yl benzoic acidRefChem:7745910-Deacetyl-baccatine III10BETA-DEACETYLBACCATIN III7,11-Methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, (2aR-(2aalpha,4beta,4aalpha,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-

Database identifiers

CAS: 32981-86-5
PubChem CID: 154272
DTXSID: DTXSID80865659
ChEMBL: CHEMBL393912
ChEBI: CHEBI:18193
UNII: 4K6EWW2Z45
EC Number: 608-810-1
Nikkaji: J510.941H

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 160 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 10
Rotatable bonds: 5
Heavy atoms: 39
Formal charge: 0
Complexity: 1,090

Physicochemical properties

Melting point: 231 · 231-236 °C
alpha: -44.5 · -44.5 º (c=1, methanol 25 ºC)
Boiling point: 717 ℃ · 717℃
Density: 1.2007 · 1.2007 (rough estimate)
refractive index: 1.5376 · 1.5376 (estimate)
Flash point: 110 ° · >110°(230°F)
storage temp.: Sealed in dry,Room Temperature
solubility: methanol: soluble, clear, colorless (5 mg + 0.1 mL MeOH)
pka: 11.5 · 11.50±0.70(Predicted)
form: Powder
color: white
Water Solubility: INSOLUBLE
InChIKey: YWLXLRUDGLRYDR-IYNRKYTHSA-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](O)C(=O)[C@]3(C)[C@@H](O)C[C@@]12[H]
LogP: 0.156 · 0.156 (est)
CAS DataBase Reference: 32981 · 32981-86-5(CAS DataBase Reference)
FDA UNII: 4 K6EWW2Z45 · 4K6EWW2Z45
UNSPSC Code: 51102829 · 51102829
NACRES: 85 · NA.85
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Danger
Hazard statements: 315 · H315-H319-H335-H340-H350-H373
Precautionary statements: 201 · P201-P302+P352-P305+P351+P338-P308+P313
target organs: Respiratory system
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: T
Risk Statements: 23 · 23/24/25
Safety Statements: 45 · 45-38-36/37/39-28A-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 RE 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]；H311 (25%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H331 (25%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H340 (50%): May cause genetic defects [Danger Germ cell mutagenicity]；H350 (50%): May cause cancer [Danger Carcinogenicity]；H373 (50%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]；H412 (25%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 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 CategoriesAcute Tox. 3 (25%)；Acute Tox. 3 (25%)；Skin Irrit. 2 (75%)；Eye Irrit. 2 (75%)；Acute Tox. 3 (25%)；STOT SE 3 (75%)；Muta. 1B (50%)；Carc. 1B (50%)；STOT RE 2 (50%)；Aquatic Chronic 3 (25%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
ridadr: 1544
hs_code: 29329990
risk_code: 23/24/25
Signal word: Danger
Symbol(GHS): GHS07,GHS08
hazard_code: T
safety_code: 45-38-36/37/39-28A-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-H373
REACH Registrations: Active
Hazard Classifications: Carc. 1BEye Irrit. 2Muta. 1BSkin Irrit. 2STOT RE 2STOT SE 3
Precautionary statements: P201-P302+P352-P305+P351+P338-P308+P313

Chemistry & industry

Applications · 4 items

Uses10-Deacetylbaccatin III is a intermediate in the synthesis of Taxol and derivatives

Uses10-DAB (10-Deacetylbaccatin) is an antineoplastic agent and an anti-cancer intermediate. 10-DAB (10-Deacetylbaccatin) has gained great attention because of its partly excellent anti-cancer properties. 10-DAB (10-Deacetylbaccatin) can be gained from the le

Uses10-Deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives.

General Description10-Deacetylbaccatin III, also known as Paclitaxel Impurity 19, is an impurity of Paclitaxel. Paclitaxel is a chemotherapy drug. Chemotherapy is a treatment that destroys cancer cells using anti-cancer drugs. Paclitaxel is the non-branded name of the drug, but you may hear it called by one of its brand names such as Taxol. Some people are given a drug called nab-paclitaxel (Abraxane).

Upstream & downstream products

Downstream products

7,10-Dimethoxy-10-DAB III

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]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 10-deacetylbaccatin III is a tetracyclic diterpenoid and a secondary alpha-hydroxy ketone. It is functionally related to a baccatin III.