(1S,3S,7S,7aR)-1-acetyl-3-hydroxy-4-methyl-7-propan-2-yl-1,2,3,6,7,7a-hexahydroinden-5-one

Details

• Internal ID: a245aa07-5e37-449e-8673-8ddc85904e7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3S,7S,7aR)-1-acetyl-3-hydroxy-4-methyl-7-propan-2-yl-1,2,3,6,7,7a-hexahydroinden-5-one
• SMILES (Canonical): CC1=C2C(CC(C2C(CC1=O)C(C)C)C(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C[C@@H]([C@H]2[C@@H](CC1=O)C(C)C)C(=O)C)O
• InChI: InChI=1S/C15H22O3/c1-7(2)10-5-12(17)8(3)14-13(18)6-11(9(4)16)15(10)14/h7,10-11,13,15,18H,5-6H2,1-4H3/t10-,11+,13-,15+/m0/s1
• InChI Key: IGKNBLAUNKANFG-YODMDTAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• 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	+	0.6478	64.78%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7912	79.12%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9382	93.82%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9112	91.12%
P-glycoprotein inhibitior	-	0.9074	90.74%
P-glycoprotein substrate	-	0.6925	69.25%
CYP3A4 substrate	-	0.5093	50.93%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.8759	87.59%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.8633	86.33%
CYP2C8 inhibition	-	0.9673	96.73%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8730	87.30%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9751	97.51%
Eye irritation	+	0.8138	81.38%
Skin irritation	+	0.6052	60.52%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6515	65.15%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6336	63.36%
skin sensitisation	+	0.6155	61.55%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6158	61.58%
Acute Oral Toxicity (c)	III	0.6084	60.84%
Estrogen receptor binding	-	0.6990	69.90%
Androgen receptor binding	+	0.5389	53.89%
Thyroid receptor binding	-	0.5994	59.94%
Glucocorticoid receptor binding	-	0.6914	69.14%
Aromatase binding	-	0.8991	89.91%
PPAR gamma	-	0.7608	76.08%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9618	96.18%

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	91.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.68%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.20%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.18%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.98%	96.38%

Plants that contains it

• Ambrosia arborescens

Cross-Links

• PubChem: 46223443
• LOTUS: LTS0184662
• wikiData: Q105112688