methyl 11-hydroxy-4-(2-methylbut-2-enoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 79a0dfbc-a800-42d5-94fe-67b6799c225e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 11-hydroxy-4-(2-methylbut-2-enoyloxy)-3,10-dimethylidene-2-oxo-4,5,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-6-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCCC(=C)C(C2C1C(=C)C(=O)O2)O)C(=O)OC
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCCC(=C)C(C2C1C(=C)C(=O)O2)O)C(=O)OC
• InChI: InChI=1S/C21H26O7/c1-6-11(2)19(23)27-15-10-14(21(25)26-5)9-7-8-12(3)17(22)18-16(15)13(4)20(24)28-18/h6,9,15-18,22H,3-4,7-8,10H2,1-2,5H3
• InChI Key: LDGYQDVHYXKJSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₇
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.16785316 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	-	0.6111	61.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.8933	89.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.4941	49.41%
P-glycoprotein substrate	-	0.7012	70.12%
CYP3A4 substrate	+	0.6367	63.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.7176	71.76%
CYP2C9 inhibition	-	0.8410	84.10%
CYP2C19 inhibition	-	0.7111	71.11%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	+	0.5748	57.48%
CYP2C8 inhibition	+	0.4603	46.03%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9579	95.79%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.6925	69.25%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5450	54.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7800	78.00%
Acute Oral Toxicity (c)	II	0.3785	37.85%
Estrogen receptor binding	+	0.6226	62.26%
Androgen receptor binding	-	0.5321	53.21%
Thyroid receptor binding	-	0.5211	52.11%
Glucocorticoid receptor binding	+	0.7356	73.56%
Aromatase binding	-	0.6933	69.33%
PPAR gamma	+	0.5530	55.30%
Honey bee toxicity	-	0.6530	65.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9343	93.43%

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	97.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.80%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.50%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.99%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.53%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.11%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%

Plants that contains it

• Tetragonotheca ludoviciana

Cross-Links

• PubChem: 162895715
• LOTUS: LTS0040023
• wikiData: Q105150211