methyl (2S,4aR,8R,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-8-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate

Details

• Internal ID: 25758828-23b1-4234-ad98-274f3dfa59c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl (2S,4aR,8R,10aS,10bS)-2-(furan-3-yl)-10b-methyl-4-oxo-8-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2CCC3C(=C2C(=O)OC)CCC4C3(CC(OC4=O)C5=COC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2CC[C@@H]3C(=C2C(=O)OC)CC[C@@H]4[C@]3(C[C@H](OC4=O)C5=COC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H42O15/c1-16(35)43-15-26-28(44-17(2)36)29(45-18(3)37)30(46-19(4)38)33(49-26)48-24-10-9-22-21(27(24)32(40)41-6)7-8-23-31(39)47-25(13-34(22,23)5)20-11-12-42-14-20/h11-12,14,22-26,28-30,33H,7-10,13,15H2,1-6H3/t22-,23+,24-,25+,26-,28-,29+,30-,33-,34+/m1/s1
• InChI Key: USJADHPCIDKVQY-ONSWMBRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₅
• Molecular Weight: 690.70 g/mol
• Exact Mass: 690.25237063 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 15
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.8226	82.26%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8555	85.55%
OATP2B1 inhibitior	-	0.7070	70.70%
OATP1B1 inhibitior	+	0.6848	68.48%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9490	94.90%
P-glycoprotein inhibitior	+	0.8284	82.84%
P-glycoprotein substrate	-	0.5104	51.04%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	+	0.5810	58.10%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.9141	91.41%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.8836	88.36%
CYP2C8 inhibition	+	0.6354	63.54%
CYP inhibitory promiscuity	-	0.6209	62.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5043	50.43%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6660	66.60%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.7750	77.50%
Estrogen receptor binding	+	0.8306	83.06%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	-	0.5220	52.20%
Glucocorticoid receptor binding	+	0.8078	80.78%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.95%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.79%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	91.36%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.85%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.58%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.72%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.14%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	84.31%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	84.27%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.64%	83.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL1871	P10275	Androgen Receptor	80.73%	96.43%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 162935328
• LOTUS: LTS0263216
• wikiData: Q105278230