cafestol (Q423829)

image of molecular model or crystal lattice model

inferred from SMILES

chemical structure

Cafestol.svg
422 × 276; 23 KB

0 references

Cafestol - 3D - Stick Model.png
3,200 × 1,833; 477 KB

depicts

sticks model

0 references

mass

316.20384475599997 dalton

1 reference

inferred from isomeric SMILES

stereoisomer of

(1S,4S,12S,13R,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol

2 references

inferred from InChIKey

inferred from InChI

chemical formula

C₂₀H₂₈O₃

2 references

OCC1(O)CC23CCC4C=5C=COC5CCC4(C)C3CCC1C2

0 references

isomeric SMILES

C[C@@]12CCc3c(cco3)[C@H]1CC[C@]45[C@H]2CC[C@H](C4)[C@](C5)(CO)O

0 references

melting point

158 degree Celsius

0 references

found in taxon

Coffea arabica

9 references

End of the coffee mystery: diterpene alcohols raise serum low-density lipoprotein cholesterol and triglyceride levels

Coffee diterpenes prevent benzo[a]pyrene genotoxicity in rat and human culture systems

Analysis of the content of the diterpenes cafestol and kahweol in coffee brews

Levels of the Cholesterol-Elevating Diterpenes Cafestol and Kahweol in Various Coffee Brews

Identification of the diterpene esters in Arabica and Canephora coffees

An analysis of coffee leaves

PREPARATION OF THE PALMITATES OF KAHWEOL AND CAFESTOL

Effects of cafestol and kahweol from coffee grounds on serum lipids and serum liver enzymes in humans

Diterpene composition of oils from Arabica and Robusta coffee beans and their effects on serum lipids in man

Coffea canephora

4 references

Identification of the diterpene esters in Arabica and Canephora coffees

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Diterpene composition of oils from Arabica and Robusta coffee beans and their effects on serum lipids in man

Identity of the cholesterol-raising factor from boiled coffee and its effects on liver function enzymes.

Coffea congensis

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea liberica

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea pseudozanguebariae

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea racemosa

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea salvatrix

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea sessiliflora

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Coffea stenophylla

1 reference

Levels of Cafestol, Kahweol, and Related Diterpenoids in Wild Species of the Coffee PlantCoffea

Diplospora dubia

1 reference

Three new diterpenoids, tricalysiolide H and tricalysiones A and B, from Tricalysia dubia

has part(s)

carbon

0 references

Commons category

Cafestol

0 references

Identifiers

InChI

InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1

1 reference

PubChem

2 references

PubChem

ChEBI release 2020-09-01

CAS Registry Number

469-83-0

1 reference

https://commonchemistry.cas.org/detail?cas_rn=469-83-0

9 April 2021

ChemSpider ID

10289419

1 reference

English Wikipedia

PubChem CID

108052

2 references

Italian Wikipedia

ChEBI ID

3291

mapping relation type

exact match

2 references

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1

SureChEMBL ID

SCHEMBL93865

2 references

inferred from InChIKey

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

1 reference

2 references

DSSTOX compound identifier

DTXCID1020986

0 references

UNII

AC465T6Q6W

1 reference

0 references

1 reference

1 reference

28 October 2013

Microsoft Academic ID

0 references

1 reference

1 reference