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(4aR,16aS)-3,4,4a,5,16a,17,18,19-Octahydro-9,21,22,26-tetramethoxy-4,17-dimethyl-2H-1,24:12,15-dietheno-6,10-metheno-16H-pyrido(2',3':17,18)(1,10)dioxacycloeicosino(2,3,4-ij)isoquinoline

HCID 100231
NotesReactions
Basic informationOverviewNames & identifiersPropertiesRelated reactionsCompound notes
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Basic information

CAS
1263-80-5
Standard SMILES
COc1ccc2cc1Oc1ccc(cc1)C[C@H]1c3c(cc(OC)c(OC)c3Oc3cc4c(cc3OC)CCN(C)[C@@H]4C2)CCN1C
InChIKey
FBCXFKWMGIWMJQ-IHLOFXLRSA-N
Molecular formula
C38H42N2O6
Average molar mass
622.7 g/mol
Monoisotopic mass
622.30428706

Overview

Obaberine is a bisbenzylisoquinoline alkaloid and a member of isoquinolines.

Names & identifiers

Preferred name
(4aR,16aS)-3,4,4a,5,16a,17,18,19-Octahydro-9,21,22,26-tetramethoxy-4,17-dimethyl-2H-1,24:12,15-dietheno-6,10-metheno-16H-pyrido(2',3':17,18)(1,10)dioxacycloeicosino(2,3,4-ij)isoquinoline
IUPAC
(1R,14S)-6,20,21,25-tetramethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaene

Names & synonyms

OBABERINE1263-80-5Oxyacanthan, 6,6'7,12'-tetramethoxy-2,2'-dimethyl-DTXSID50155135(1R,14S)-6,20,21,25-tetramethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaene(1R,14S)-6,20,21,25-tetramethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo(22.6.2.29,12.13,7.114,18.027,31.022,33)hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaene2-((2-(dimethylamino)-3-methyl-butanoyl)amino)-N-(2-methoxy-4-(2-(1-methoxy-2-methyl-3-oxo-3-((2-phenyl-1-thiazol-2-yl-ethyl)amino)propyl)pyrrolidin-1-yl)-4-oxo-1-sec-butyl-butyl)-N,3-dimethyl-butanamide2-[[2-(dimethylamino)-3-methyl-butanoyl]amino]-N-[2-methoxy-4-[2-[1-methoxy-2-methyl-3-oxo-3-[(2-phenyl-1-thiazol-2-yl-ethyl)amino]propyl]pyrrolidin-1-yl]-4-oxo-1-sec-butyl-butyl]-N,3-dimethyl-butanamideRefChem:1050456DTXCID7077626(4aR,16aS)-3,4,4a,5,16a,17,18,19-Octahydro-9,21,22,26-tetramethoxy-4,17-dimethyl-2H-1,24:12,15-dietheno-6,10-metheno-16H-pyrido(2',3':17,18)(1,10)dioxacycloeicosino(2,3,4-ij)isoquinoline(+)-obaberine
Show more names
CHEMBL464525AC1L2OCJNSC 269190CHEBI:7712SCHEMBL30222998CHEBI:543003BDBM50241642NS00094715

Database identifiers

CAS
1263-80-5
PubChem CID
100231
DTXSID
DTXSID50155135
ChEMBL
CHEMBL464525
ChEBI
CHEBI:7712
Nikkaji
J14.946B

Properties

Computed structural properties

XLogP
6.7
Topological polar surface area
61.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
8
Rotatable bonds
4
Heavy atoms
46
Formal charge
0
Complexity
979

Related reactions

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Compound notes

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