2-[(2R,4aS,7R,8aR)-7-acetyloxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 5c0189a1-be3d-4c7c-830f-80db49e82281
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,7R,8aR)-7-acetyloxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C17H24O4/c1-10(16(19)20)13-5-7-17(4)8-6-15(21-12(3)18)11(2)14(17)9-13/h13-15H,1-2,5-9H2,3-4H3,(H,19,20)/t13-,14+,15-,17+/m1/s1
• InChI Key: RPCIGMXYMZZJCY-DLTWYDFYSA-N
• Popularity: 2 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: 3.20
• 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	+	0.9844	98.44%
Caco-2	+	0.5788	57.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.8587	85.87%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.8659	86.59%
P-glycoprotein inhibitior	-	0.8167	81.67%
P-glycoprotein substrate	-	0.8020	80.20%
CYP3A4 substrate	+	0.6088	60.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6397	63.97%
CYP2C9 inhibition	-	0.9412	94.12%
CYP2C19 inhibition	-	0.9375	93.75%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.6098	60.98%
CYP2C8 inhibition	-	0.6609	66.09%
CYP inhibitory promiscuity	-	0.9334	93.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6272	62.72%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7154	71.54%
Skin irritation	+	0.6198	61.98%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6432	64.32%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6245	62.45%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6265	62.65%
Acute Oral Toxicity (c)	III	0.8120	81.20%
Estrogen receptor binding	+	0.6028	60.28%
Androgen receptor binding	+	0.5340	53.40%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.7624	76.24%
Aromatase binding	-	0.4932	49.32%
PPAR gamma	+	0.5559	55.59%
Honey bee toxicity	-	0.7637	76.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
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	94.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.59%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.49%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.83%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.78%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.63%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.30%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.91%	94.62%

Plants that contains it

• Haeckeria punctulata

Cross-Links

• PubChem: 162980526
• LOTUS: LTS0071912
• wikiData: Q105242609