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

Details

• Internal ID: ec34a426-66c9-4ac8-932d-fe6fa8cc36f5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: methyl (2S,4aS,6S,6aR,10aR,10bS)-2-(furan-3-yl)-4a,8-dihydroxy-6a,10b-dimethyl-4-oxo-6-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,6,9,10,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate
• SMILES (Canonical): CC12CC(OC(=O)C1(CC(C3(C2CCC(=C3C(=O)OC)O)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=COC=C5
• SMILES (Isomeric): C[C@@]12C[C@H](OC(=O)[C@@]1(C[C@@H]([C@@]3([C@H]2CCC(=C3C(=O)OC)O)C)O[C@@H]4[C@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=COC=C5
• InChI: InChI=1S/C27H36O13/c1-25-8-14(12-6-7-37-11-12)39-24(34)27(25,35)9-17(40-23-21(32)20(31)19(30)15(10-28)38-23)26(2)16(25)5-4-13(29)18(26)22(33)36-3/h6-7,11,14-17,19-21,23,28-32,35H,4-5,8-10H2,1-3H3/t14-,15+,16-,17-,19+,20+,21-,23+,25-,26-,27+/m0/s1
• InChI Key: RJIRCPPTBKBBJW-YHDOOLFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₃
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.21559120 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.00
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8863	88.63%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7807	78.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7507	75.07%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5735	57.35%
P-glycoprotein inhibitior	-	0.4534	45.34%
P-glycoprotein substrate	-	0.5232	52.32%
CYP3A4 substrate	+	0.7076	70.76%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.9197	91.97%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.9037	90.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5522	55.22%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9326	93.26%
Skin irritation	-	0.5734	57.34%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8394	83.94%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6319	63.19%
skin sensitisation	-	0.9153	91.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7750	77.50%
Acute Oral Toxicity (c)	I	0.7937	79.37%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.5274	52.74%
Glucocorticoid receptor binding	+	0.7084	70.84%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.6108	61.08%
Honey bee toxicity	-	0.8260	82.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9759	97.59%

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	98.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.87%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.94%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.09%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.00%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.69%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.65%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.14%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.31%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.17%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.05%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.86%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.30%	91.24%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 163193473
• LOTUS: LTS0273640
• wikiData: Q105237520