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

Details

• Internal ID: 0d8e148a-cdd8-4b84-bde0-0f8bfe28d0ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(7-hydroxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC1C(CCC2=CCC(CC12C)C(=C)C(=O)O)O
• SMILES (Isomeric): CC1C(CCC2=CCC(CC12C)C(=C)C(=O)O)O
• InChI: InChI=1S/C15H22O3/c1-9(14(17)18)11-4-5-12-6-7-13(16)10(2)15(12,3)8-11/h5,10-11,13,16H,1,4,6-8H2,2-3H3,(H,17,18)
• InChI Key: JWDQMIWFEHDIHC-UHFFFAOYSA-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): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7624	76.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5581	55.81%
BSEP inhibitior	-	0.7774	77.74%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.8046	80.46%
CYP3A4 substrate	+	0.5536	55.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.7949	79.49%
CYP2C9 inhibition	-	0.9223	92.23%
CYP2C19 inhibition	-	0.8967	89.67%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8896	88.96%
CYP2C8 inhibition	-	0.7688	76.88%
CYP inhibitory promiscuity	-	0.9348	93.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8426	84.26%
Skin irritation	+	0.5831	58.31%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6228	62.28%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5368	53.68%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4649	46.49%
Acute Oral Toxicity (c)	III	0.7004	70.04%
Estrogen receptor binding	+	0.5855	58.55%
Androgen receptor binding	-	0.5946	59.46%
Thyroid receptor binding	-	0.6460	64.60%
Glucocorticoid receptor binding	+	0.5825	58.25%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	-	0.5923	59.23%
Honey bee toxicity	-	0.9002	90.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.82%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.27%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.94%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 162873875
• LOTUS: LTS0029918
• wikiData: Q105136107