(+)-Isodihydrocarvone

Details

• Internal ID: 564edcf1-8b78-45d6-8f1a-5d17f41d4eba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2S,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
• SMILES (Canonical): CC1CCC(CC1=O)C(=C)C
• SMILES (Isomeric): C[C@H]1CC[C@H](CC1=O)C(=C)C
• InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9+/m0/s1
• InChI Key: AZOCECCLWFDTAP-DTWKUNHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23 g/mol
• Exact Mass: 152.120115130 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 6909-25-7
• (1S,4R)-Iso-dihydrocarvone
• Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2S,5R)-
• UNII-2L4HMW8YQM
• (1S,4R)-(+)-isodihydrocarvone
• 2L4HMW8YQM
• Dihydrocarvone, (+)-cis-
• Menth-8-en-2-one, (1S,4R)-
• (Z)-dihydrocarvone
• (2S,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one
• Cyclohexanone, 2-methyl-5-(1-methylethenyl)-, (2S-cis)-
• d-Dihydrocarvone
• cis-Isodihydrocarvone
• cis-(+)-dihydrocarvone
• (+)-cis-Dihydrocarvone
• (1S,4R)-isodihydrocarvone
• ISODIHYDROCARVONE, D-
• CHEBI:166
• SCHEMBL2563912
• (1S,4R)-menth-8-en-2-one
• AZOCECCLWFDTAP-DTWKUNHWSA-N
• DIHYDROCARVONE, CIS-(+)-
• (1S,4R)-p-menth-8-en-2-one
• LMPR0102090036
• (2S,5R)-2-methyl-5-isopropenylcyclohexanone
• (2S,5R)-5-isopropenyl-2-methylcyclohexanone
• (2S,5R)-5-isopropenyl-2-methyl-cyclohexanone
• A830550
• (2S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanone
• Q27105267
• (2S,5R)-2-methyl-5-(1-methylethenyl)-1-cyclohexanone
• (2S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7226	72.26%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5743	57.43%
OATP2B1 inhibitior	-	0.8402	84.02%
OATP1B1 inhibitior	+	0.9504	95.04%
OATP1B3 inhibitior	+	0.8863	88.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9033	90.33%
P-glycoprotein inhibitior	-	0.9772	97.72%
P-glycoprotein substrate	-	0.9097	90.97%
CYP3A4 substrate	-	0.6066	60.66%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.7855	78.55%
CYP3A4 inhibition	-	0.9166	91.66%
CYP2C9 inhibition	-	0.9518	95.18%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.7044	70.44%
CYP2C8 inhibition	-	0.9845	98.45%
CYP inhibitory promiscuity	-	0.8829	88.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5661	56.61%
Eye corrosion	-	0.7064	70.64%
Eye irritation	+	0.9761	97.61%
Skin irritation	+	0.7146	71.46%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.9128	91.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7524	75.24%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.9179	91.79%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.6145	61.45%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.8245	82.45%
Estrogen receptor binding	-	0.9588	95.88%
Androgen receptor binding	-	0.7605	76.05%
Thyroid receptor binding	-	0.8961	89.61%
Glucocorticoid receptor binding	-	0.8461	84.61%
Aromatase binding	-	0.8464	84.64%
PPAR gamma	-	0.8281	82.81%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	92.08%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.59%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	87.87%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.66%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.75%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	82.50%	97.05%

Plants that contains it

• Artemisia capillaris
• Cinnamomum aromaticum
• Cyperus rotundus
• Elettaria cardamomum
• Origanum vulgare
• Thymus quinquecostatus
• Thymus vulgaris
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 443167
• NPASS: NPC97192
• LOTUS: LTS0015133
• wikiData: Q27105267