[(3aR,5Z,9Z,11aS)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-methylprop-2-enoate

Details

• Internal ID: f983da19-d1ff-4710-9b55-c51cf4fbba94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,5Z,9Z,11aS)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-methylprop-2-enoate
• InChI: InChI=1S/C19H24O5/c1-12(2)18(21)23-11-14-5-4-6-15(10-20)9-17-16(8-7-14)13(3)19(22)24-17/h6-7,16-17,20H,1,3-5,8-11H2,2H3/b14-7-,15-6-/t16-,17+/m1/s1
• InChI Key: JLXDFAXJYYJYLO-UXQJORFSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.6170	61.70%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8265	82.65%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6070	60.70%
BSEP inhibitior	-	0.6712	67.12%
P-glycoprotein inhibitior	-	0.7842	78.42%
P-glycoprotein substrate	-	0.7897	78.97%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.7701	77.01%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.6241	62.41%
CYP2C8 inhibition	+	0.5330	53.30%
CYP inhibitory promiscuity	-	0.8513	85.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9635	96.35%
Eye irritation	-	0.5147	51.47%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5434	54.34%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	+	0.6232	62.32%
skin sensitisation	-	0.7909	79.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8385	83.85%
Acute Oral Toxicity (c)	III	0.6224	62.24%
Estrogen receptor binding	-	0.5080	50.80%
Androgen receptor binding	-	0.5312	53.12%
Thyroid receptor binding	-	0.5592	55.92%
Glucocorticoid receptor binding	+	0.8913	89.13%
Aromatase binding	-	0.4837	48.37%
PPAR gamma	+	0.5181	51.81%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9369	93.69%

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	97.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.19%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.42%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.66%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 162947060
• LOTUS: LTS0201089
• wikiData: Q105131175