Home > Compound List > Compound details
16676-33-8 molecular structure
click picture or here to close

(1S,5R,13R,17S)-4-(cyclobutylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

ChemBase ID: 172085
Molecular Formular: C21H25NO4
Molecular Mass: 355.4275
Monoisotopic Mass: 355.17835829
SMILES and InChIs

SMILES:
c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1CC1CCC1)O)O
Canonical SMILES:
O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1O)O
InChI:
InChI=1S/C21H25NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,16,19,23,25H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
InChIKey:
VANAVLBJMFLURS-MBPVOVBZSA-N

Cite this record

CBID:172085 http://www.chembase.cn/molecule-172085.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,5R,13R,17S)-4-(cyclobutylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
IUPAC Traditional name
(1S,5R,13R,17S)-4-(cyclobutylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
Synonyms
(5α)-17-(Cyclobutylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one
17-(Cyclobutylmethyl)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one
6-Deoxy-6-oxonalbuphine
6-Ketonalbuphine
EN 1655
N-(Cyclobutylmethyl)noroxymorphone
Nalbuphone
6-Keto Nalbuphine
CAS Number
16676-33-8
PubChem SID
164227995
PubChem CID
44465003

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC K195500 external link Add to cart
PubChem 44465003 external link
Data Source Data ID Price
TRC
K195500 external link Add to cart Please log in.
Data Source Data ID
PubChem 44465003 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.136171  H Acceptors
H Donor LogD (pH = 5.5) -1.1617802 
LogD (pH = 7.4) 0.34527996  Log P 1.7772841 
Molar Refractivity 96.1025 cm3 Polarizability 37.739212 Å3
Polar Surface Area 70.0 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - K195500 external link
A metabolite of Nalbuphine (N232500).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kotick, M.P., et al.: J. Med. Chem., 24, 1445 (1981)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle