1-[(1R,3aS,7R,7aR)-3a-hydroxy-7,7a-dimethyl-2,3,4,5,6,7-hexahydro-1H-inden-1-yl]-2-methylprop-2-en-1-one

Details

• Internal ID: 6f13d262-8955-4f79-874f-031301b73eae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 1-[(1R,3aS,7R,7aR)-3a-hydroxy-7,7a-dimethyl-2,3,4,5,6,7-hexahydro-1H-inden-1-yl]-2-methylprop-2-en-1-one
• SMILES (Canonical): CC1CCCC2(C1(C(CC2)C(=O)C(=C)C)C)O
• SMILES (Isomeric): C[C@@H]1CCC[C@]2([C@]1([C@@H](CC2)C(=O)C(=C)C)C)O
• InChI: InChI=1S/C15H24O2/c1-10(2)13(16)12-7-9-15(17)8-5-6-11(3)14(12,15)4/h11-12,17H,1,5-9H2,2-4H3/t11-,12+,14-,15+/m1/s1
• InChI Key: VMHVLIDJNCCRLE-OSRDXIQISA-N
• Popularity: 0 references 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: 3.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8681	86.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5859	58.59%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.8644	86.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6877	68.77%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	-	0.8017	80.17%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.7847	78.47%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.7648	76.48%
CYP2C8 inhibition	-	0.8960	89.60%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4988	49.88%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.6390	63.90%
Skin irritation	+	0.7442	74.42%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8000	80.00%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6356	63.56%
skin sensitisation	+	0.5540	55.40%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6340	63.40%
Acute Oral Toxicity (c)	III	0.7800	78.00%
Estrogen receptor binding	-	0.4837	48.37%
Androgen receptor binding	-	0.5447	54.47%
Thyroid receptor binding	-	0.6491	64.91%
Glucocorticoid receptor binding	-	0.5742	57.42%
Aromatase binding	-	0.6469	64.69%
PPAR gamma	-	0.6486	64.86%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	91.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.51%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.78%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.05%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	84.57%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	84.44%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.75%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.75%	95.50%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.13%	91.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%

Plants that contains it

• Chiloscyphus pallescens
• Chiloscyphus polyanthos

Cross-Links

• PubChem: 14414078
• LOTUS: LTS0078053
• wikiData: Q105288994