2-(3-Acetyl-7a-methyl-1,2,4,5,6,7-hexahydroinden-5-yl)prop-2-enoic acid

Details

• Internal ID: e0977677-5fe7-476a-9caf-692acdb1d77a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(3-acetyl-7a-methyl-1,2,4,5,6,7-hexahydroinden-5-yl)prop-2-enoic acid
• SMILES (Canonical): CC(=O)C1=C2CC(CCC2(CC1)C)C(=C)C(=O)O
• SMILES (Isomeric): CC(=O)C1=C2CC(CCC2(CC1)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-9(14(17)18)11-4-6-15(3)7-5-12(10(2)16)13(15)8-11/h11H,1,4-8H2,2-3H3,(H,17,18)
• InChI Key: ZFAOSFXFIKLLJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.7863	78.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8227	82.27%
P-glycoprotein inhibitior	-	0.9098	90.98%
P-glycoprotein substrate	-	0.8519	85.19%
CYP3A4 substrate	+	0.5301	53.01%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.7146	71.46%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.5852	58.52%
CYP2C8 inhibition	-	0.8694	86.94%
CYP inhibitory promiscuity	-	0.9128	91.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9653	96.53%
Eye irritation	+	0.6673	66.73%
Skin irritation	+	0.5383	53.83%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5645	56.45%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	+	0.6605	66.05%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5368	53.68%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8049	80.49%
Acute Oral Toxicity (c)	III	0.7302	73.02%
Estrogen receptor binding	-	0.5190	51.90%
Androgen receptor binding	-	0.4881	48.81%
Thyroid receptor binding	-	0.6144	61.44%
Glucocorticoid receptor binding	-	0.4830	48.30%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	+	0.6062	60.62%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.25%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	86.52%	95.62%
CHEMBL340	P08684	Cytochrome P450 3A4	85.77%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	85.16%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.73%	93.00%
CHEMBL2581	P07339	Cathepsin D	80.12%	98.95%

Plants that contains it

• Chiliadenus candicans

Cross-Links

• PubChem: 74025824
• LOTUS: LTS0056800
• wikiData: Q105373955