[(1S,3aR,4R,7S,7aS)-1-acetyl-4-methyl-7-propan-2-yl-1,2,3,3a,5,6,7,7a-octahydroinden-4-yl] acetate

Details

• Internal ID: e2e01457-e7d9-4e72-8ec4-35db8f7d9cc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3aR,4R,7S,7aS)-1-acetyl-4-methyl-7-propan-2-yl-1,2,3,3a,5,6,7,7a-octahydroinden-4-yl] acetate
• SMILES (Canonical): CC(C)C1CCC(C2C1C(CC2)C(=O)C)(C)OC(=O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]([C@H]2[C@H]1[C@H](CC2)C(=O)C)(C)OC(=O)C
• InChI: InChI=1S/C17H28O3/c1-10(2)13-8-9-17(5,20-12(4)19)15-7-6-14(11(3)18)16(13)15/h10,13-16H,6-9H2,1-5H3/t13-,14+,15+,16+,17+/m0/s1
• InChI Key: DMVJXSFUJUHRRF-MZBWOGCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8838	88.38%
P-glycoprotein inhibitior	-	0.7911	79.11%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	+	0.6350	63.50%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8120	81.20%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.9665	96.65%
CYP1A2 inhibition	-	0.9515	95.15%
CYP2C8 inhibition	-	0.8435	84.35%
CYP inhibitory promiscuity	-	0.9814	98.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9116	91.16%
Eye irritation	-	0.7622	76.22%
Skin irritation	-	0.5594	55.94%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.8276	82.76%
Human Ether-a-go-go-Related Gene inhibition	-	0.4621	46.21%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5282	52.82%
skin sensitisation	+	0.5650	56.50%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7403	74.03%
Estrogen receptor binding	+	0.6007	60.07%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	-	0.5511	55.11%
Glucocorticoid receptor binding	-	0.5377	53.77%
Aromatase binding	-	0.8239	82.39%
PPAR gamma	-	0.7294	72.94%
Honey bee toxicity	-	0.6989	69.89%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9812	98.12%

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	97.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.07%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.71%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	86.76%	94.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.64%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.50%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.70%	93.04%
CHEMBL2581	P07339	Cathepsin D	82.31%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.25%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.69%	96.38%

Plants that contains it

• Chamaecyparis lawsoniana
• Chamaecyparis pisifera
• Teucrium leucocladum

Cross-Links

• PubChem: 21679492
• LOTUS: LTS0194214
• wikiData: Q104985349