6-Hydroxy-5,5,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1-carboxylic acid

Details

• Internal ID: a48a12c8-4860-489a-a2b5-a7fcff128f45
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: 6-hydroxy-5,5,8a-trimethyl-1,2,3,4,4a,6,7,8-octahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1(C2CCCC(C2(CCC1O)C)C(=O)O)C
• SMILES (Isomeric): CC1(C2CCCC(C2(CCC1O)C)C(=O)O)C
• InChI: InChI=1S/C14H24O3/c1-13(2)10-6-4-5-9(12(16)17)14(10,3)8-7-11(13)15/h9-11,15H,4-8H2,1-3H3,(H,16,17)
• InChI Key: GVKOSTDVQZCJJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.34 g/mol
• Exact Mass: 240.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7385	73.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.8424	84.24%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8692	86.92%
P-glycoprotein inhibitior	-	0.9635	96.35%
P-glycoprotein substrate	-	0.9683	96.83%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.9514	95.14%
CYP2D6 inhibition	-	0.9754	97.54%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.9731	97.31%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.5928	59.28%
Skin irritation	+	0.6421	64.21%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6466	64.66%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5692	56.92%
skin sensitisation	-	0.5536	55.36%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.7864	78.64%
Estrogen receptor binding	-	0.5747	57.47%
Androgen receptor binding	-	0.6016	60.16%
Thyroid receptor binding	-	0.6065	60.65%
Glucocorticoid receptor binding	-	0.6620	66.20%
Aromatase binding	-	0.7773	77.73%
PPAR gamma	-	0.8307	83.07%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.08%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	85.31%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	84.95%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.69%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.85%	100.00%
CHEMBL5028	O14672	ADAM10	80.76%	97.50%

Plants that contains it

• Verbascum thapsus

Cross-Links

• PubChem: 163021086
• LOTUS: LTS0101691
• wikiData: Q105021349