[(1S,2S,4S,7R,8R)-3,3,7-trimethyl-9-methylidene-10-oxo-4-tricyclo[5.4.0.02,8]undecanyl] acetate

Details

• Internal ID: 60ea5dca-8886-4f1c-a757-597843a1b210
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,4S,7R,8R)-3,3,7-trimethyl-9-methylidene-10-oxo-4-tricyclo[5.4.0.02,8]undecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C3CC(=O)C(=C)C2C3C1(C)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@@]2([C@H]3CC(=O)C(=C)[C@@H]2[C@H]3C1(C)C)C
• InChI: InChI=1S/C17H24O3/c1-9-12(19)8-11-15-14(9)17(11,5)7-6-13(16(15,3)4)20-10(2)18/h11,13-15H,1,6-8H2,2-5H3/t11-,13-,14+,15-,17+/m0/s1
• InChI Key: MHRBISREAXPYKS-FUAJKEFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.7666	76.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7954	79.54%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.8495	84.95%
MATE1 inhibitior	+	0.6200	62.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9176	91.76%
P-glycoprotein inhibitior	-	0.7745	77.45%
P-glycoprotein substrate	-	0.9082	90.82%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.5854	58.54%
CYP2C9 inhibition	-	0.7193	71.93%
CYP2C19 inhibition	+	0.5211	52.11%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8153	81.53%
CYP2C8 inhibition	-	0.7587	75.87%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5317	53.17%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.7123	71.23%
Skin irritation	-	0.5273	52.73%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5502	55.02%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5767	57.67%
skin sensitisation	+	0.5278	52.78%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6012	60.12%
Acute Oral Toxicity (c)	III	0.8089	80.89%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	+	0.6172	61.72%
Thyroid receptor binding	-	0.5457	54.57%
Glucocorticoid receptor binding	+	0.5854	58.54%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	-	0.5775	57.75%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.80%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.77%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.91%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.81%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.30%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.08%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL5028	O14672	ADAM10	81.25%	97.50%

Plants that contains it

• Marsupella aquatica

Cross-Links

• PubChem: 163185304
• LOTUS: LTS0263934
• wikiData: Q105164004