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

Details

• Internal ID: b68dc001-bc7e-4755-9b28-396b49448ea1
• 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-methylpropanoate
• InChI: InChI=1S/C19H26O5/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/h6-7,12,16-17,20H,3-5,8-11H2,1-2H3/b14-7-,15-6-/t16-,17+/m1/s1
• InChI Key: UEJKHPRRDNBYOL-UXQJORFSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.70
• 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	+	0.9509	95.09%
Caco-2	+	0.5195	51.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8593	85.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	-	0.6690	66.90%
P-glycoprotein inhibitior	-	0.7638	76.38%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.7585	75.85%
CYP2C9 inhibition	-	0.7936	79.36%
CYP2C19 inhibition	-	0.7696	76.96%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	-	0.6381	63.81%
CYP2C8 inhibition	-	0.5856	58.56%
CYP inhibitory promiscuity	-	0.8212	82.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.7386	73.86%
Skin irritation	-	0.7075	70.75%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6010	60.10%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	+	0.6232	62.32%
skin sensitisation	-	0.7502	75.02%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.6294	62.94%
Androgen receptor binding	+	0.6010	60.10%
Thyroid receptor binding	-	0.5194	51.94%
Glucocorticoid receptor binding	+	0.8308	83.08%
Aromatase binding	-	0.5713	57.13%
PPAR gamma	+	0.5225	52.25%
Honey bee toxicity	-	0.7659	76.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9604	96.04%

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	98.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.32%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.54%	90.00%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 162891585
• LOTUS: LTS0186287
• wikiData: Q105270960