2-[(2S,8S,8aR)-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 806ecf7d-41f1-4de4-a587-061e14a42e02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2S,8S,8aR)-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CCCC2=CCC(CC12C)C(=C)C(=O)O
• SMILES (Isomeric): C[C@H]1CCCC2=CC[C@@H](C[C@]12C)C(=C)C(=O)O
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-13-8-7-12(9-15(10,13)3)11(2)14(16)17/h8,10,12H,2,4-7,9H2,1,3H3,(H,16,17)/t10-,12-,15+/m0/s1
• InChI Key: FMWJHXDPCQWVEJ-ITDIGPHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• 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	+	0.9944	99.44%
Caco-2	+	0.8730	87.30%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4257	42.57%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	-	0.2361	23.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7649	76.49%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.8729	87.29%
CYP3A4 substrate	+	0.5203	52.03%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.6025	60.25%
CYP2C19 inhibition	-	0.5253	52.53%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	-	0.6877	68.77%
CYP2C8 inhibition	-	0.7082	70.82%
CYP inhibitory promiscuity	-	0.8603	86.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5861	58.61%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.7835	78.35%
Skin irritation	-	0.5933	59.33%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	+	0.6943	69.43%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4786	47.86%
Acute Oral Toxicity (c)	III	0.8084	80.84%
Estrogen receptor binding	+	0.5699	56.99%
Androgen receptor binding	-	0.7043	70.43%
Thyroid receptor binding	-	0.7203	72.03%
Glucocorticoid receptor binding	-	0.4654	46.54%
Aromatase binding	+	0.7383	73.83%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.9515	95.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.89%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.47%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.42%	92.50%

Plants that contains it

• Monactis macbridei

Cross-Links

• PubChem: 162952043
• LOTUS: LTS0090211
• wikiData: Q104998097