(4-Hydroxy-5a-methyl-3-methylidene-2-oxospiro[3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-9,2'-oxirane]-6-yl) 2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 0626715f-2cb8-458b-834f-e00e2e97ecfa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (4-hydroxy-5a-methyl-3-methylidene-2-oxospiro[3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-9,2'-oxirane]-6-yl) 2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H26O7/c1-4-11(8-21)18(24)26-13-5-6-20(9-25-20)16-15-14(10(2)17(23)27-15)12(22)7-19(13,16)3/h4,12-16,21-22H,2,5-9H2,1,3H3
• InChI Key: GYTQOYJFIYKHCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	-	0.5850	58.50%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7555	75.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5479	54.79%
BSEP inhibitior	-	0.6227	62.27%
P-glycoprotein inhibitior	-	0.6049	60.49%
P-glycoprotein substrate	-	0.5715	57.15%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	+	0.5393	53.93%
CYP2C9 inhibition	-	0.8543	85.43%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8126	81.26%
CYP2C8 inhibition	-	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4741	47.41%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9415	94.15%
Skin irritation	-	0.5486	54.86%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6575	65.75%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5288	52.88%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8112	81.12%
Acute Oral Toxicity (c)	I	0.3955	39.55%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.6211	62.11%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	+	0.6845	68.45%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.7196	71.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	98.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.64%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.61%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.48%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.04%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.20%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.74%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.01%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.23%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.76%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.67%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.74%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.70%	97.14%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.22%	89.34%

Plants that contains it

• Dimerostemma asperatum

Cross-Links

• PubChem: 163033881
• LOTUS: LTS0210899
• wikiData: Q105024150