[5a-Methyl-3-methylidene-2-oxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-6-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

Details

• Internal ID: 5744a034-c2db-458f-a8a9-e3d90ecdb566
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [5a-methyl-3-methylidene-2-oxo-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-6-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate
• InChI: InChI=1S/C30H38O12/c1-14-18-9-10-30(2)21(41-28(38)19(33)11-15-3-6-17(32)7-4-15)8-5-16(22(30)26(18)42-27(14)37)13-39-29-25(36)24(35)23(34)20(12-31)40-29/h3-4,6-7,13,18-26,29,31-36H,1,5,8-12H2,2H3
• InChI Key: CHNWGEHIJHDJER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₂
• Molecular Weight: 590.60 g/mol
• Exact Mass: 590.23632664 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8783	87.83%
Caco-2	-	0.8694	86.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8083	80.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7914	79.14%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.7626	76.26%
P-glycoprotein inhibitior	-	0.4501	45.01%
P-glycoprotein substrate	-	0.6106	61.06%
CYP3A4 substrate	+	0.7265	72.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.6569	65.69%
CYP2C9 inhibition	-	0.8413	84.13%
CYP2C19 inhibition	-	0.8237	82.37%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.7864	78.64%
CYP2C8 inhibition	+	0.8100	81.00%
CYP inhibitory promiscuity	-	0.8868	88.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5462	54.62%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.5667	56.67%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7963	79.63%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7351	73.51%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	I	0.5485	54.85%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.7727	77.27%
Thyroid receptor binding	-	0.5475	54.75%
Glucocorticoid receptor binding	+	0.5982	59.82%
Aromatase binding	+	0.5803	58.03%
PPAR gamma	+	0.6866	68.66%
Honey bee toxicity	-	0.6865	68.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	99.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.06%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.73%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.53%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.68%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.61%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.31%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.29%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.70%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.64%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.42%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	81.74%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	81.20%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.89%	97.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.00%	85.00%

Plants that contains it

• Ixeris repens

Cross-Links

• PubChem: 162882706
• LOTUS: LTS0153257
• wikiData: Q105248883