[(3aS,4S,6S,10R,11S,11aR)-4,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 1f51e4d6-187c-4898-a577-962acaf68bb4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,4S,6S,10R,11S,11aR)-4,10-dihydroxy-6,10-dimethyl-3-methylidene-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O7/c1-6-10(2)18(23)27-17-16-13(12(4)19(24)26-16)15(22)14(21)11(3)8-7-9-20(17,5)25/h6,11,13,15-17,22,25H,4,7-9H2,1-3,5H3/b10-6-/t11-,13-,15-,16+,17-,20+/m0/s1
• InChI Key: ZQYPWEPKAPYCJH-XGSFRBQISA-N
• Popularity: 2 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): 110.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9688	96.88%
Caco-2	+	0.5462	54.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5755	57.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.8607	86.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8092	80.92%
BSEP inhibitior	-	0.5794	57.94%
P-glycoprotein inhibitior	-	0.6330	63.30%
P-glycoprotein substrate	-	0.8110	81.10%
CYP3A4 substrate	+	0.6320	63.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9068	90.68%
CYP3A4 inhibition	-	0.5638	56.38%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.7874	78.74%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	+	0.5160	51.60%
CYP2C8 inhibition	-	0.7049	70.49%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5029	50.29%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9164	91.64%
Skin irritation	+	0.5495	54.95%
Skin corrosion	-	0.8382	83.82%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5670	56.70%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7962	79.62%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7543	75.43%
Acute Oral Toxicity (c)	III	0.3442	34.42%
Estrogen receptor binding	+	0.6364	63.64%
Androgen receptor binding	+	0.5435	54.35%
Thyroid receptor binding	-	0.4944	49.44%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	-	0.5904	59.04%
PPAR gamma	-	0.5692	56.92%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9434	94.34%

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	98.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.60%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.76%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.37%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.97%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.85%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.74%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.97%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.36%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.95%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.87%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.80%	91.24%
CHEMBL1902	P62942	FK506-binding protein 1A	82.49%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.27%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.18%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.05%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.70%	83.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.12%	82.69%

Plants that contains it

• Dittrichia viscosa

Cross-Links

• PubChem: 163032126
• LOTUS: LTS0047299
• wikiData: Q105381825