[10-(Hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-hydroxy-2-methylbutanoate

Details

• Internal ID: e0d6bf2b-d164-4ece-b0ba-3bd3bbd53add
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)O)C(=O)OCC1=CCC2C(CC(=CCC1)CO)OC(=O)C2=C
• SMILES (Isomeric): CC(C(C)O)C(=O)OCC1=CCC2C(CC(=CCC1)CO)OC(=O)C2=C
• InChI: InChI=1S/C20H28O6/c1-12(14(3)22)19(23)25-11-15-5-4-6-16(10-21)9-18-17(8-7-15)13(2)20(24)26-18/h6-7,12,14,17-18,21-22H,2,4-5,8-11H2,1,3H3
• InChI Key: JTFXNPPZNWSQAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9122	91.22%
Caco-2	-	0.5738	57.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6570	65.70%
BSEP inhibitior	-	0.5607	56.07%
P-glycoprotein inhibitior	-	0.7739	77.39%
P-glycoprotein substrate	-	0.7664	76.64%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.6782	67.82%
CYP2C9 inhibition	-	0.8748	87.48%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.6427	64.27%
CYP2C8 inhibition	+	0.4884	48.84%
CYP inhibitory promiscuity	-	0.8519	85.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.8848	88.48%
Skin irritation	-	0.7124	71.24%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5857	58.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6675	66.75%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.5050	50.50%
Estrogen receptor binding	+	0.6239	62.39%
Androgen receptor binding	+	0.5772	57.72%
Thyroid receptor binding	-	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7734	77.34%
Aromatase binding	-	0.5301	53.01%
PPAR gamma	-	0.6458	64.58%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9450	94.50%

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	98.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.80%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.26%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.79%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.35%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 72729191
• LOTUS: LTS0139488
• wikiData: Q105134760