(1R,2R)-4-methyl-1-[(2R)-6-methylhept-5-en-2-yl]cyclohex-3-ene-1,2-diol

Details

• Internal ID: 1d8bb7f3-f983-4e11-8621-002188af9a6d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2R)-4-methyl-1-[(2R)-6-methylhept-5-en-2-yl]cyclohex-3-ene-1,2-diol
• SMILES (Canonical): CC1=CC(C(CC1)(C(C)CCC=C(C)C)O)O
• SMILES (Isomeric): CC1=C[C@H]([C@@](CC1)([C@H](C)CCC=C(C)C)O)O
• InChI: InChI=1S/C15H26O2/c1-11(2)6-5-7-13(4)15(17)9-8-12(3)10-14(15)16/h6,10,13-14,16-17H,5,7-9H2,1-4H3/t13-,14-,15-/m1/s1
• InChI Key: XSCKUUHHFRRUMW-RBSFLKMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.8518	85.18%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8166	81.66%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.7996	79.96%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7644	76.44%
CYP3A4 inhibition	-	0.7991	79.91%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.7427	74.27%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.8605	86.05%
CYP2C8 inhibition	-	0.9566	95.66%
CYP inhibitory promiscuity	-	0.8519	85.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.5957	59.57%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6361	63.61%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	+	0.7225	72.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7455	74.55%
Acute Oral Toxicity (c)	III	0.8029	80.29%
Estrogen receptor binding	-	0.7165	71.65%
Androgen receptor binding	-	0.6604	66.04%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	-	0.5293	52.93%
Aromatase binding	-	0.8231	82.31%
PPAR gamma	+	0.5318	53.18%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9579	95.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	89.24%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	87.82%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.66%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.20%	95.89%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 101380093
• LOTUS: LTS0049266
• wikiData: Q105340940