(Z)-6-hydroxy-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-2-en-4-one

Details

• Internal ID: fb8a0cf8-0f98-4560-96ba-fe6d153df942
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (Z)-6-hydroxy-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-2-en-4-one
• SMILES (Canonical): CC1=CCC(CC1)C(=CC(=O)CC(C)(C)O)C
• SMILES (Isomeric): CC1=CC[C@@H](CC1)/C(=C\C(=O)CC(C)(C)O)/C
• InChI: InChI=1S/C15H24O2/c1-11-5-7-13(8-6-11)12(2)9-14(16)10-15(3,4)17/h5,9,13,17H,6-8,10H2,1-4H3/b12-9-/t13-/m0/s1
• InChI Key: VETWBGGPKLAQQE-SUIFULHWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8748	87.48%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5820	58.20%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5544	55.44%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.8408	84.08%
CYP3A4 substrate	+	0.5088	50.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.8197	81.97%
CYP2C19 inhibition	-	0.8304	83.04%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7619	76.19%
CYP2C8 inhibition	-	0.8317	83.17%
CYP inhibitory promiscuity	-	0.8848	88.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6728	67.28%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9395	93.95%
Eye irritation	-	0.6945	69.45%
Skin irritation	+	0.7031	70.31%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4464	44.64%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5144	51.44%
skin sensitisation	+	0.8559	85.59%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6224	62.24%
Acute Oral Toxicity (c)	III	0.8624	86.24%
Estrogen receptor binding	-	0.7252	72.52%
Androgen receptor binding	-	0.7941	79.41%
Thyroid receptor binding	-	0.6870	68.70%
Glucocorticoid receptor binding	-	0.6723	67.23%
Aromatase binding	-	0.7430	74.30%
PPAR gamma	-	0.5902	59.02%
Honey bee toxicity	-	0.9527	95.27%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9280	92.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.71%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.32%	90.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.91%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.64%	97.09%

Plants that contains it

• Lepechinia caulescens
• Maprounea guianensis
• Peritassa campestris
• Pseudotsuga sinensis var. sinensis

Cross-Links

• PubChem: 101949827
• NPASS: NPC307751