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Sauristolactam

HCID 131002
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Basic information

CAS
128533-02-8
Standard SMILES
COc1c(O)cc2c3c(cc4ccccc4c13)N(C)C2=O
InChIKey
WRFZNTLPRUIGKH-UHFFFAOYSA-N
Molecular formula
C17H13NO3
Average molar mass
279.29 g/mol
Monoisotopic mass
279.08954328

Overview

Sauristolactam has been reported in Saururus chinensis, Goniothalamus australis, and Saururus cernuus with data available.

Names & identifiers

Preferred name
Sauristolactam
IUPAC
14-hydroxy-15-methoxy-10-methyl-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,12,14-heptaen-11-one
English name
sauristolactam
Molecular formula
C17H13NO3
Molecular weight
279.29

Names & synonyms

Sauristolactam128533-02-8DTXSID8015592114-hydroxy-15-methoxy-10-methyl-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,12,14-heptaen-11-one14-hydroxy-15-methoxy-10-methyl-10-azatetracyclo(7.6.1.02,7.012,16)hexadeca-1(16),2,4,6,8,12,14-heptaen-11-oneRefChem:181523DTXCID90784122-Hydroxy-1-methoxy-5-methyldibenz(cd,f)indol-4(5H)-oneSauristolactam (Saurolactam)2-hydroxy-1-methoxy-5-methyldibenzo[cd,f]indol-4(5H)-oneSaurolactamDibenz[cd,f]indol-4(5H)-one, 2-hydroxy-1-methoxy-5-methyl-
Show more names
Sauristolactam (Synonyms: Saurolactam)
Dibenz(cd,f)indol-4(5H)-one, 2-hydroxy-1-methoxy-5-methyl-CHEMBL512443orb1706661SCHEMBL30595943DFA53302AKOS040742614DA-67430HY-118482

Database identifiers

CAS
128533-02-8
PubChem CID
131002

Properties

Computed structural properties

XLogP
3.1
Topological polar surface area
49.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
21
Formal charge
0
Complexity
440

Physicochemical properties

Melting point
276 °C · 276 °C
Boiling point
579 · 579.0±50.0 °C(Predicted)
Density
1.403 · 1.403±0.06 g/cm3(Predicted)
pka
8.75 · 8.75±0.20(Predicted)

Chemistry & industry

Applications · 1 item

UsesSauristolactam, a natural aristolactam isolated from aerial portions of Saururus chinensis, has significant neuroprotective activity against glutamate-induced toxicity in primary cultured rat cortical cells[1]. Sauristolactam also inhibits the receptor activator of nuclear factor-κB ligand (RANKL)-induced osteoclastogenesis and has the potential to inhibit osteoclast differentiation[2].

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
DTXSID
DTXSID80155921
ChEMBL
CHEMBL512443
Nikkaji
J2.636.534A