2-[(1S,4R,4aS,6S,8aS)-6,8a-dihydroxy-4,7-dimethyl-2,3,4,4a,5,6-hexahydro-1H-naphthalen-1-yl]propanoic acid

Details

• Internal ID: 6832bffa-5aea-4d8f-a7f5-ebc0f6bf9fd9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1S,4R,4aS,6S,8aS)-6,8a-dihydroxy-4,7-dimethyl-2,3,4,4a,5,6-hexahydro-1H-naphthalen-1-yl]propanoic acid
• InChI: InChI=1S/C15H24O4/c1-8-4-5-11(10(3)14(17)18)15(19)7-9(2)13(16)6-12(8)15/h7-8,10-13,16,19H,4-6H2,1-3H3,(H,17,18)/t8-,10?,11+,12+,13+,15-/m1/s1
• InChI Key: JHXYDBGXBBLOBM-KBFHLXRYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5309	53.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.8271	82.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.9414	94.14%
P-glycoprotein inhibitior	-	0.9497	94.97%
P-glycoprotein substrate	-	0.6788	67.88%
CYP3A4 substrate	+	0.5419	54.19%
CYP2C9 substrate	+	0.5618	56.18%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.7732	77.32%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.9520	95.20%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	-	0.8444	84.44%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9958	99.58%
Eye irritation	-	0.9277	92.77%
Skin irritation	+	0.7183	71.83%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7215	72.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.4789	47.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8502	85.02%
Acute Oral Toxicity (c)	III	0.7762	77.62%
Estrogen receptor binding	-	0.5458	54.58%
Androgen receptor binding	+	0.5525	55.25%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5273	52.73%
Aromatase binding	-	0.7639	76.39%
PPAR gamma	-	0.6442	64.42%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	95.18%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.44%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.57%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.24%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.19%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.86%	94.80%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.40%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	83.12%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.37%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.91%	100.00%

Plants that contains it

• Tanacetum sinaicum

Cross-Links

• PubChem: 162816848
• LOTUS: LTS0005708
• wikiData: Q105128676