Xanthorrhizol

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Basic information

CAS: 30199-26-9
Standard SMILES: CC(C)=CCC[C@@H](C)c1ccc(C)c(O)c1
InChIKey: FKWGCEDRLNNZOZ-GFCCVEGCSA-N
Molecular formula: C15H22O
Average molar mass: 218.33 g/mol
Monoisotopic mass: 218.16706532

Overview

Xanthorrhizol is a sesquiterpenoid.

Names & identifiers

Preferred name: Xanthorrhizol
IUPAC: 2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]phenol
English name: XANTHORRHIZOL
Molecular formula: C15H22O
Molecular weight: 218.33

Names & synonyms

Xanthorrhizol30199-26-9(R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresolDTXSID20184290RefChem:407337DTXCID30106781250-090-2Xanthorrizol2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]phenol1,3,5,10-Bisabolatetraen-2-ol(R)-2-Methyl-5-(6-methylhept-5-en-2-yl)phenolMFCD03453037

Show more names

(R)-XanthorrizolEinecs 250-090-2(-)-XanthorrizolXANTHORRHIZOL(RG)Xanthorrhizol, Antioxidant agentXanthorrhizol from Cucuma xanthorrhiza5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol

5-[(1R)-1,5-dimethylhex-4-enyl]-2-methyl-phenolXanthorrhizol (Technical grade)Phenol, 5-[(1R)-1,5-dimethyl-4-hexenyl]-2-methyl-(-)-5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol(R)-5-(1-5-Dimethyl-4-hexenyl)-2-methylphenol(-)-Xanthorrhizol(R)-(-)-Xanthorrhizolo-Cresol, 5-(1,5-dimethyl-4-hexenyl)-, (-)-

Database identifiers

CAS: 30199-26-9
PubChem CID: 93135
DTXSID: DTXSID20184290
ChEMBL: CHEMBL460033
ChEBI: CHEBI:184290
EC Number: 250-090-2
Nikkaji: J19.206F

Properties

Computed structural properties

XLogP: 5.1
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 228

Physicochemical properties

Boiling point: 326.9 · 326.9±11.0 °C(Predicted)
Density: 0.948 · 0.948±0.06 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Colorless to light yellow oil.
pka: 10.34 · 10.34±0.10(Predicted)
color: Pale Yellow to Light Yellow
Cosmetics Ingredients Functions: ANTI-SEBUM
LogP: 5.48 · 5.480
EWG's Food Scores: 1 · 1
Symbol(GHS): 8 · GHS08,GHS07
Signal word: Danger
Hazard statements: 335 · H335-H319-H360-H315
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes: T

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

risk_code: 60
Signal word: Danger
Symbol(GHS): GHS08,GHS07
hazard_code: T
safety_code: 53-36/37/39-45
Hazard statements: H335-H319-H360-H315
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications

UsesXanthorrhizol is a nautral sesquiterpenoid from the rhizome of Curcuma xanthorrhiza that induces apoptosis and growth arrest in HCT116 human colon cancer cells.

Additional notes

DefinitionChEBI: Xanthorrhizol is a sesquiterpenoid.

Related reactions

1 records

New reaction record

HRID 2121321As productuspto-grants-2004_02

Compound notes

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