3-(8a-Hydroxy-1-methyl-6-propan-2-yl-2-prop-1-en-2-yl-2,3,7,8-tetrahydronaphthalen-1-yl)propanoic acid

Details

• Internal ID: 40989158-49ce-43cd-909a-d4e7ced00ef8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 3-(8a-hydroxy-1-methyl-6-propan-2-yl-2-prop-1-en-2-yl-2,3,7,8-tetrahydronaphthalen-1-yl)propanoic acid
• SMILES (Canonical): CC(C)C1=CC2=CCC(C(C2(CC1)O)(C)CCC(=O)O)C(=C)C
• SMILES (Isomeric): CC(C)C1=CC2=CCC(C(C2(CC1)O)(C)CCC(=O)O)C(=C)C
• InChI: InChI=1S/C20H30O3/c1-13(2)15-8-11-20(23)16(12-15)6-7-17(14(3)4)19(20,5)10-9-18(21)22/h6,12-13,17,23H,3,7-11H2,1-2,4-5H3,(H,21,22)
• InChI Key: WXVLVZIOXFNYTO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

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	+	0.6511	65.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8333	83.33%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.8887	88.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7477	74.77%
P-glycoprotein inhibitior	-	0.8697	86.97%
P-glycoprotein substrate	-	0.6301	63.01%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.7420	74.20%
CYP2C9 inhibition	-	0.8937	89.37%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9354	93.54%
CYP2C8 inhibition	-	0.8284	82.84%
CYP inhibitory promiscuity	-	0.8493	84.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6748	67.48%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.7884	78.84%
Skin irritation	+	0.5760	57.60%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7179	71.79%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5702	57.02%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7890	78.90%
Acute Oral Toxicity (c)	III	0.7939	79.39%
Estrogen receptor binding	-	0.6009	60.09%
Androgen receptor binding	+	0.6644	66.44%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	-	0.5104	51.04%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.92%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.79%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.98%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.23%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL4208	P20618	Proteasome component C5	82.94%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.12%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.02%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%

Plants that contains it

• Callicarpa pilosissima

Cross-Links

• PubChem: 56671373
• LOTUS: LTS0259964
• wikiData: Q105314990