Showing Compound (S)-p-Mentha-1,8-dien-7-ol (FDB014925)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:33 UTC

Update date

2018-05-28 19:27:11 UTC

Primary ID

FDB014925

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(S)-p-Mentha-1,8-dien-7-ol

Description

(R)-p-Mentha-1,8-dien-7-ol, also known as (4R)-perillyl alcohol, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Based on a literature review a significant number of articles have been published on (R)-p-Mentha-1,8-dien-7-ol.

CAS Number

18457-55-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(+)-Perillyl alcohol	ChEBI
(-)-(S)-Perillyl alcohol	manual
(-)-p-Mentha-1,8-dien-7-ol	MeSH
(-)-Perillic alcohol	manual
(-)-Perillyl alcohol	biospider
(-)-Perillylalcohol	ChEBI
(4R)-Perillyl alcohol	ChEBI
(4S)-Perillyl alcohol	ChEBI
(R)-(+)-Perillyl alcohol	HMDB
(R)-4-(1-Methylethenyl)-1-cyclohexene-1-methanol	HMDB

Showing 1 to 10 of 30 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.9 g/L	ALOGPS
logP	2.5	ALOGPS
logP	1.94	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	16.86	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.26 m³·mol⁻¹	ChemAxon
Polarizability	18.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H16O

IUPAC name

[(4R)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol

InChI Identifier

InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m0/s1

InChI Key

NDTYTMIUWGWIMO-JTQLQIEISA-N

Isomeric SMILES

CC(=C)[C@@H]1CCC(CO)=CC1

Average Molecular Weight

152.2334

Monoisotopic Molecular Weight

152.120115134

Classification

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp11 118-121°	DFC
Charge	Not Available
Density	Not Available
Experimental logP	3.17	GRIFFIN,S ET AL. (1999)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 78.90%; H 10.59%; O 10.51%	DFC
Melting Point	Not Available
Optical Rotation	[a]D -97.5	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00wl-9400000000-1b771718554a0f890ff7	Spectrum
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05gu-9510000000-9f19c403be332e74c8ad	Spectrum
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(R)-p-Mentha-1,8-dien-7-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udr-1900000000-2f012741782fc72aa3df	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-5900000000-849092ef4eeddd440687	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gc0-9200000000-fd4b15fd9437d4b70409	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-20d0d9f448f90e31136f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uk9-0900000000-a390120b9758e2ca2f5d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-4900000000-39d18f7a3231672157f5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-c373c9eea3cebf186f53	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-8fa95dbd5fa627e933fa	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9200000000-7da801ed46abad2dd628	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f84-9800000000-bd8e7097a31172f8ad0e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9200000000-373d4892dedc5ff6266f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mo-9000000000-a6d86d2ceee0f1021fd3	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36088

CRC / DFC (Dictionary of Food Compounds) ID

JXK16-E:JXK18-G

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00010885

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1595981

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

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Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (S)-p-Mentha-1,8-dien-7-ol (FDB014925)

Structure for FDB014925 ((S)-p-Mentha-1,8-dien-7-ol)