(1S,4R)-7-hydroxy-6-methyl-4-propan-2-yl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 274011d1-647c-48ca-8da6-6edf615bb4c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,4R)-7-hydroxy-6-methyl-4-propan-2-yl-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(CCC2C(C)C)C(=O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)[C@H](CC[C@@H]2C(C)C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-8(2)10-4-5-11(15(17)18)13-7-14(16)9(3)6-12(10)13/h6-8,10-11,16H,4-5H2,1-3H3,(H,17,18)/t10-,11+/m1/s1
• InChI Key: KNOBWLZFGSJVHF-MNOVXSKESA-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): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.40
• 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	+	0.7194	71.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9122	91.22%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9435	94.35%
P-glycoprotein inhibitior	-	0.9774	97.74%
P-glycoprotein substrate	-	0.7956	79.56%
CYP3A4 substrate	-	0.5773	57.73%
CYP2C9 substrate	+	0.6409	64.09%
CYP2D6 substrate	-	0.8085	80.85%
CYP3A4 inhibition	-	0.9337	93.37%
CYP2C9 inhibition	-	0.5800	58.00%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	+	0.7839	78.39%
CYP2C8 inhibition	-	0.9202	92.02%
CYP inhibitory promiscuity	-	0.7662	76.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8511	85.11%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.6520	65.20%
Skin irritation	-	0.5455	54.55%
Skin corrosion	-	0.8846	88.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4457	44.57%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8953	89.53%
Acute Oral Toxicity (c)	III	0.7150	71.50%
Estrogen receptor binding	-	0.7823	78.23%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	-	0.5571	55.71%
Aromatase binding	-	0.7439	74.39%
PPAR gamma	-	0.6086	60.86%
Honey bee toxicity	-	0.9606	96.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	95.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	91.25%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.49%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.31%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.42%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.84%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

• Heterotheca subaxillaris

Cross-Links

• PubChem: 163050159
• LOTUS: LTS0258163
• wikiData: Q105143486