[(2S,4aR,6R,7R,8aS)-6-acetyloxy-8a-hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-4a-methyl-1-methylidene-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl] 2-methylpropanoate

Details

• Internal ID: 242d52eb-6a75-4ac4-abd6-3c52dce7978e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(2S,4aR,6R,7R,8aS)-6-acetyloxy-8a-hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-4a-methyl-1-methylidene-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl] 2-methylpropanoate
• InChI: InChI=1S/C22H32O7/c1-12(2)19(24)29-17-8-9-21(6)11-18(28-15(5)23)16(13(3)20(25)27-7)10-22(21,26)14(17)4/h12,16-18,26H,3-4,8-11H2,1-2,5-7H3/t16-,17+,18-,21-,22-/m1/s1
• InChI Key: DILXAEZKTBFCGZ-PEWUMXJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	-	0.5772	57.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	-	0.4114	41.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.8330	83.30%
P-glycoprotein inhibitior	-	0.5168	51.68%
P-glycoprotein substrate	-	0.6510	65.10%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8991	89.91%
CYP3A4 inhibition	-	0.6334	63.34%
CYP2C9 inhibition	-	0.7296	72.96%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	-	0.7151	71.51%
CYP2C8 inhibition	-	0.6697	66.97%
CYP inhibitory promiscuity	-	0.9620	96.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8225	82.25%
Skin irritation	+	0.5294	52.94%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6308	63.08%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.6667	66.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8325	83.25%
Acute Oral Toxicity (c)	I	0.4279	42.79%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	+	0.6211	62.11%
Thyroid receptor binding	+	0.5529	55.29%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	-	0.4830	48.30%
PPAR gamma	-	0.5544	55.44%
Honey bee toxicity	-	0.6533	65.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	98.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.89%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	90.12%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.25%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.82%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.76%	96.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.51%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.03%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.90%	89.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.61%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.92%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.05%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.96%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.02%	80.96%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.94%	96.47%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%
CHEMBL5028	O14672	ADAM10	80.85%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Eriocephalus pauperrimus

Cross-Links

• PubChem: 13895668
• LOTUS: LTS0031818
• wikiData: Q104981482