(6-Hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) 2,3-dihydroxy-2-methylbutanoate

Details

• Internal ID: 7d1c494e-64ac-49f0-bc5b-bcf43c1ccd19
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) 2,3-dihydroxy-2-methylbutanoate
• InChI: InChI=1S/C20H28O7/c1-9-6-7-13(22)19(4)8-12(26-18(24)20(5,25)11(3)21)14-10(2)17(23)27-16(14)15(9)19/h11-16,21-22,25H,1-2,6-8H2,3-5H3
• InChI Key: KCJQFSPRHCELGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	-	0.6042	60.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7282	72.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.8337	83.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	-	0.8842	88.42%
P-glycoprotein inhibitior	-	0.7801	78.01%
P-glycoprotein substrate	-	0.6366	63.66%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8152	81.52%
CYP2C19 inhibition	-	0.8211	82.11%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.7011	70.11%
CYP2C8 inhibition	-	0.6179	61.79%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5574	55.74%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9399	93.99%
Skin irritation	+	0.6019	60.19%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6562	65.62%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5212	52.12%
Acute Oral Toxicity (c)	I	0.3701	37.01%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.6245	62.45%
Thyroid receptor binding	+	0.7001	70.01%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.5645	56.45%
PPAR gamma	-	0.5369	53.69%
Honey bee toxicity	-	0.6883	68.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.21%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.40%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.74%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.43%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.67%	99.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.16%	94.97%
CHEMBL221	P23219	Cyclooxygenase-1	87.07%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.15%	92.88%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.94%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.30%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.24%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.67%	85.31%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.55%	97.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.27%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.16%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL1871	P10275	Androgen Receptor	81.13%	96.43%

Plants that contains it

• Tithonia rotundifolia

Cross-Links

• PubChem: 75030758
• LOTUS: LTS0090482
• wikiData: Q105138787