2-[(2R,8aS)-7-hydroxy-8,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 25ee94a8-dc7e-4d88-85ba-ce834bc74efd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2R,8aS)-7-hydroxy-8,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H18O4/c1-8(14(18)19)10-4-5-11-6-12(16)13(17)9(2)15(11,3)7-10/h6,10,17H,1,4-5,7H2,2-3H3,(H,18,19)/t10-,15-/m1/s1
• InChI Key: GMYKZMFUWGVUOG-MEBBXXQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 3
• 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	+	0.9764	97.64%
Caco-2	+	0.7264	72.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8355	83.55%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8296	82.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5966	59.66%
BSEP inhibitior	-	0.8017	80.17%
P-glycoprotein inhibitior	-	0.9545	95.45%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5678	56.78%
CYP2C9 substrate	-	0.7739	77.39%
CYP2D6 substrate	-	0.9120	91.20%
CYP3A4 inhibition	-	0.8513	85.13%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.9543	95.43%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.6601	66.01%
CYP2C8 inhibition	-	0.7960	79.60%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6322	63.22%
Skin irritation	+	0.6116	61.16%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6767	67.67%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7045	70.45%
skin sensitisation	-	0.5947	59.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5516	55.16%
Acute Oral Toxicity (c)	III	0.6364	63.64%
Estrogen receptor binding	+	0.5617	56.17%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6259	62.59%
Glucocorticoid receptor binding	-	0.4737	47.37%
Aromatase binding	-	0.7406	74.06%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9551	95.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	93.06%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.71%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.07%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 15699287
• LOTUS: LTS0110460
• wikiData: Q105012243