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145533-34-2 molecular structure
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(1R,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4-(acetyloxy)-1,9,12,15,16-pentahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate

ChemBase ID: 170406
Molecular Formular: C29H36O11
Molecular Mass: 560.58954
Monoisotopic Mass: 560.22576197
SMILES and InChIs

SMILES:
C1(=C2C([C@@]([C@H]([C@@H]1O)O)([C@H]([C@H]1[C@](C(=O)[C@@H]2O)([C@H](C[C@@H]2[C@]1(CO2)OC(=O)C)O)C)OC(=O)c1ccccc1)O)(C)C)C
Canonical SMILES:
CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)[C@@H](O)[C@H](O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O
InChI:
InChI=1S/C29H36O11/c1-13-18-20(33)22(34)27(5)16(31)11-17-28(12-38-17,40-14(2)30)21(27)24(39-25(36)15-9-7-6-8-10-15)29(37,26(18,3)4)23(35)19(13)32/h6-10,16-17,19-21,23-24,31-33,35,37H,11-12H2,1-5H3/t16-,17+,19+,20+,21-,23-,24-,27+,28-,29+/m0/s1
InChIKey:
FNZPZCTVRVPPAB-YZSQHPIKSA-N

Cite this record

CBID:170406 http://www.chembase.cn/molecule-170406.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4-(acetyloxy)-1,9,12,15,16-pentahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate
IUPAC Traditional name
(1R,2S,3R,4S,7R,9S,10S,12R,15R,16S)-4-(acetyloxy)-1,9,12,15,16-pentahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate
Synonyms
(2aR,4S,4aS,6R,9R,10S,11R,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,10,11-pentahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one
4β-Hydroxy-10-DAB
10-Deacetyl-14β-hydroxybaccatin III
14β-Hydroxy-10-deacetylbaccatin III
14β-Hydroxy-10-desacetylbaccatin III
14β-Hydroxydeacetylbaccatin III
14β-Hydroxy 10-Deacetyl Baccatin IIIDISCONTINUED
CAS Number
145533-34-2
PubChem SID
164226316
PubChem CID
5318183

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC H932500 external link Add to cart
PubChem 5318183 external link
Data Source Data ID Price
TRC
H932500 external link Add to cart Please log in.
Data Source Data ID
PubChem 5318183 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.805175  H Acceptors
H Donor LogD (pH = 5.5) -0.08871263 
LogD (pH = 7.4) -0.09039504  Log P -0.088691145 
Molar Refractivity 137.2942 cm3 Polarizability 55.07453 Å3
Polar Surface Area 180.05 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
218-220°C (dec.) expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H932500 external link
14β-Hydroxy 10-Deacetyl Baccatin III is a novel derivative of 10-Deacetylbaccatin III (D198250) with antitumor and antimitotic activity.

REFERENCES

REFERENCES

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  • • Barboni, L., et al.: Bioorg. Med. Chem. Lett., 16, 5389 (2006)
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PATENTS

PATENTS

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INTERNET

INTERNET

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