[(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] 2-methylprop-2-enoate

Details

• Internal ID: 66f21435-55b0-4cea-a14e-09a36945b3e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H26O3/c1-11(2)15-10-19(6)13(5)17(22-18(21)12(3)4)8-7-14(19)9-16(15)20/h9,13,15,17H,1,3,7-8,10H2,2,4-6H3/t13-,15-,17+,19+/m0/s1
• InChI Key: XGVFHLNMMMTRIB-VGDUNAEUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7702	77.02%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6522	65.22%
P-glycoprotein inhibitior	-	0.6788	67.88%
P-glycoprotein substrate	-	0.7473	74.73%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.6481	64.81%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.5386	53.86%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8293	82.93%
CYP2C8 inhibition	-	0.7938	79.38%
CYP inhibitory promiscuity	-	0.8970	89.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8139	81.39%
Skin irritation	+	0.5308	53.08%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5226	52.26%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5796	57.96%
skin sensitisation	-	0.5492	54.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.8912	89.12%
Estrogen receptor binding	+	0.6086	60.86%
Androgen receptor binding	+	0.5347	53.47%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	+	0.6127	61.27%
Aromatase binding	-	0.5381	53.81%
PPAR gamma	-	0.6489	64.89%
Honey bee toxicity	-	0.7504	75.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.96%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.54%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.93%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.91%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.59%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	83.27%	91.49%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.21%	94.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%

Plants that contains it

• Petasites hybridus

Cross-Links

• PubChem: 101928822
• LOTUS: LTS0117820
• wikiData: Q105327838