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469887-29-4 molecular structure
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(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,2R,6S,14R,15R,16R)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-11-yl]oxy}oxane-2-carboxylic acid

ChemBase ID: 175584
Molecular Formular: C31H43NO10
Molecular Mass: 589.67382
Monoisotopic Mass: 589.28869658
SMILES and InChIs

SMILES:
[C@H]1(O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)Oc1c2c3c(cc1)C[C@@H]1[C@]45[C@@]3([C@H]([C@]([C@H](C4)C(C(C)(C)C)(C)O)(CC5)OC)O2)CCN1
Canonical SMILES:
CO[C@]12CC[C@]3(C[C@@H]1C(C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3NCC1)ccc2O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI:
InChI=1S/C31H43NO10/c1-27(2,3)28(4,38)16-13-29-8-9-31(16,39-5)26-30(29)10-11-32-17(29)12-14-6-7-15(22(42-26)18(14)30)40-25-21(35)19(33)20(34)23(41-25)24(36)37/h6-7,16-17,19-21,23,25-26,32-35,38H,8-13H2,1-5H3,(H,36,37)/t16-,17-,19+,20+,21-,23+,25-,26-,28?,29-,30+,31-/m1/s1
InChIKey:
OOLGGESLZHGXGC-JMMNWFMBSA-N

Cite this record

CBID:175584 http://www.chembase.cn/molecule-175584.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,2R,6S,14R,15R,16R)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-11-yl]oxy}oxane-2-carboxylic acid
IUPAC Traditional name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,2R,6S,14R,15R,16R)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-11-yl]oxy}oxane-2-carboxylic acid
Synonyms
Norbuprenorphine Glucuronide
Norbuprenorphine 3-β-D-Glucuronide
(5α,7α)-4,5-Epoxy-18,19-dihydro-7-[(1S)-1-hydroxy-1,2,2-trimethylpropyl]-6-methoxy-6,14-ethenomorphinan-3-yl β-D-Glucopyranosiduronic Acid
CAS Number
469887-29-4
PubChem SID
164231494
PubChem CID
71751172

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC N661310 external link Add to cart
PubChem 71751172 external link
Data Source Data ID Price
TRC
N661310 external link Add to cart Please log in.
Data Source Data ID
PubChem 71751172 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.6743338  H Acceptors 11 
H Donor LogD (pH = 5.5) -1.5513722 
LogD (pH = 7.4) -1.5516284  Log P -1.5510259 
Molar Refractivity 146.5374 cm3 Polarizability 59.23535 Å3
Polar Surface Area 167.17 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
>150°C (dec.) expand Show data source
Storage Condition
Controlled Substance, -20°C Freezer 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 - N661310 external link
A metabolite of Buprenorphine.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Cone, E., et al.: Drug Metab. Dispos., 12, 577 (1984)
  • • Chauvin, M., et al.: Anesthesiology, 66, 327 (1984)
  • • Ceccato, A., et al.: J. Pharm. Biomed. Anal., 32, 619 (1984)
  • • Sittl, R., et al.: Clin. Ther., 27, 225 (1984)
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PATENTS

PATENTS

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INTERNET

INTERNET

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