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Curcuphenol

HCID 360253
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Basic information

CAS
69301-27-5
Standard SMILES
CC(C)=CCC[C@@H](C)c1ccc(C)cc1O
InChIKey
BTXSROVNGICYFE-CYBMUJFWSA-N
Molecular formula
C15H22O
Average molar mass
218.33 g/mol
Monoisotopic mass
218.16706532

Overview

5-Methyl-2-(6-methylhept-5-en-2-yl)phenol has been reported in Callicarpa japonica, Antillogorgia rigida, and other organisms with data available.

Names & identifiers

Preferred name
Curcuphenol
IUPAC
5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]phenol
English name
Phenol, 2-(1,5-dimethyl-4-hexenyl)-5-methyl-
Molecular weight
0

Names & synonyms

Curcuphenol69301-27-5RefChem:9192855-methyl-2-[(2R)-6-methylhept-5-en-2-yl]phenol(R)-5-Methyl-2-(6-methylhept-5-en-2-yl)phenolorb1703574SCHEMBL29571282SCHEMBL31545696DTXSID20989025NSC622273AKOS040745686NSC-622273
Show more names
CS-0068600T23919Phenol, 2-(1,5-dimethyl-4-hexenyl)-5-methyl-2-[(1R)-1,5-dimethylhex-4-enyl]-5-methyl-phenol

Database identifiers

CAS
69301-27-5
PubChem CID
360253
DTXSID
DTXSID20989025
Nikkaji
J18.660K

Properties

Computed structural properties

XLogP
5.3
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
4
Heavy atoms
16
Formal charge
0
Complexity
228

Chemistry & industry

Applications · 2 items

DescriptionCurcuphenol in concentrations in the range of 29-116 μg/ml inhibited cell proliferation and DNA replication and induced cell death in a dose-dependent manner. The induction of apoptosis was associated with a stimulation of the activity of caspase-3. Findings suggest that curcuphenol has antiproliferative and pro-apoptotic properties.

UsesCurcuphenol is a compound with histone deacetylase enhancing activity and has the activity of reversing immune escape. Curcuphenol can reverse the immune escape of tumors by restoring the expression of antigen presentation machinery. Its two synthetic analogs have histone deacetylase enhancing activity and play an important role in the immune recognition of metastatic tumors.

Suppliers4 total

河南闰霖化工有限公司+86-18738066252; +86-18738066252 · [email protected]
Shanghai Scibiotron Pharmaceutical Co., Ltd+86-16621589600 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

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Compound notes

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