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

Details

• Internal ID: 3289a326-4959-43f5-b028-c1890a001f58
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: methyl (2S,4aR,8R,10aR,10bS)-2-(furan-3-yl)-4a-hydroxy-10b-methyl-4-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,5,6,8,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate
• SMILES (Canonical): CC12CC(OC(=O)C1(CCC3=C(C(CCC23)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)O)C5=COC=C5
• SMILES (Isomeric): C[C@@]12C[C@H](OC(=O)[C@]1(CCC3=C([C@@H](CC[C@@H]23)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)OC)O)C5=COC=C5
• InChI: InChI=1S/C26H34O12/c1-25-9-16(12-6-8-35-11-12)38-24(32)26(25,33)7-5-13-14(25)3-4-15(18(13)22(31)34-2)36-23-21(30)20(29)19(28)17(10-27)37-23/h6,8,11,14-17,19-21,23,27-30,33H,3-5,7,9-10H2,1-2H3/t14-,15-,16+,17-,19-,20+,21-,23-,25+,26+/m1/s1
• InChI Key: PJUCEKJGSOHWRS-SKQMMILSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₂
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.20502652 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9146	91.46%
Caco-2	-	0.8551	85.51%
Blood Brain Barrier	-	0.5650	56.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8438	84.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7382	73.82%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5653	56.53%
P-glycoprotein inhibitior	-	0.5117	51.17%
P-glycoprotein substrate	-	0.5425	54.25%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.6226	62.26%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.9164	91.64%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.5938	59.38%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5133	51.33%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.5851	58.51%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6611	66.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.7981	79.81%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6845	68.45%
Acute Oral Toxicity (c)	I	0.7726	77.26%
Estrogen receptor binding	+	0.8201	82.01%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.7131	71.31%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.7934	79.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9793	97.93%

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	99.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.59%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.30%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.00%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.25%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.83%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.57%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.89%	91.24%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.81%	93.00%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 10392456
• LOTUS: LTS0271236
• wikiData: Q104403513