[4-Hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylbut-2-enoate

Details

• Internal ID: 13aceaf3-0831-4f08-aa67-935e7f97c3f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [4-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-5-12(3)19(23)26-18-14(10-21)8-6-7-11(2)9-15-16(17(18)22)13(4)20(24)25-15/h5,8-9,15-18,21-22H,4,6-7,10H2,1-3H3
• InChI Key: WYVBLVKLUBGQFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• 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	+	0.9466	94.66%
Caco-2	+	0.5666	56.66%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7139	71.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5739	57.39%
P-glycoprotein inhibitior	-	0.6415	64.15%
P-glycoprotein substrate	-	0.7435	74.35%
CYP3A4 substrate	+	0.6319	63.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.5443	54.43%
CYP2C9 inhibition	-	0.7446	74.46%
CYP2C19 inhibition	-	0.7677	76.77%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	+	0.6225	62.25%
CYP2C8 inhibition	-	0.6624	66.24%
CYP inhibitory promiscuity	-	0.8161	81.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6460	64.60%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6384	63.84%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5133	51.33%
Acute Oral Toxicity (c)	III	0.5175	51.75%
Estrogen receptor binding	-	0.5594	55.94%
Androgen receptor binding	-	0.5627	56.27%
Thyroid receptor binding	-	0.6311	63.11%
Glucocorticoid receptor binding	-	0.5120	51.20%
Aromatase binding	-	0.6666	66.66%
PPAR gamma	-	0.5801	58.01%
Honey bee toxicity	-	0.7491	74.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.28%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.96%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.05%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.07%	98.75%

Plants that contains it

• Montanoa revealii

Cross-Links

• PubChem: 162930615
• LOTUS: LTS0014288
• wikiData: Q105322749