2-[(2R,5R,8S,8aR)-5-acetyloxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 29dceb01-05db-4104-b2a0-8f75a0f452f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2R,5R,8S,8aR)-5-acetyloxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C17H24O4/c1-10-5-8-15(21-12(3)18)14-7-6-13(9-17(10,14)4)11(2)16(19)20/h7,10,13,15H,2,5-6,8-9H2,1,3-4H3,(H,19,20)/t10-,13+,15+,17+/m0/s1
• InChI Key: OGZIKVIMXPWPGC-YFQFEKICSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.6625	66.25%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8362	83.62%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	-	0.2946	29.46%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	-	0.6712	67.12%
P-glycoprotein inhibitior	-	0.8527	85.27%
P-glycoprotein substrate	-	0.8052	80.52%
CYP3A4 substrate	+	0.5700	57.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6439	64.39%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	+	0.5563	55.63%
CYP2C8 inhibition	-	0.6202	62.02%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8772	87.72%
Skin irritation	+	0.6647	66.47%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5128	51.28%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6875	68.75%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5866	58.66%
Acute Oral Toxicity (c)	III	0.8662	86.62%
Estrogen receptor binding	+	0.5339	53.39%
Androgen receptor binding	-	0.6495	64.95%
Thyroid receptor binding	-	0.5719	57.19%
Glucocorticoid receptor binding	+	0.5817	58.17%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	-	0.6311	63.11%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5405	54.05%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.05%	83.82%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.74%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.66%	91.19%
CHEMBL4208	P20618	Proteasome component C5	84.92%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.42%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.64%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.29%	94.45%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 15699266
• LOTUS: LTS0003314
• wikiData: Q105191962