[(25R,26S)-26-Methoxyspirost-5-en]-3beta-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside

Details

• Internal ID: 555d81fa-5e0b-46fb-80f0-a793b02b776b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'R,6S,6'S,7S,8R,9S,12S,13R,16S)-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C)OC1OC
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C)O[C@@H]1OC
• InChI: InChI=1S/C40H64O13/c1-18-9-14-40(53-35(18)47-6)19(2)28-26(52-40)16-25-23-8-7-21-15-22(10-12-38(21,4)24(23)11-13-39(25,28)5)49-37-34(32(45)30(43)27(17-41)50-37)51-36-33(46)31(44)29(42)20(3)48-36/h7,18-20,22-37,41-46H,8-17H2,1-6H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36+,37-,38+,39+,40+/m1/s1
• InChI Key: XPOPCNMTGJVHNF-JOMFRXJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₃
• Molecular Weight: 752.90 g/mol
• Exact Mass: 752.43469209 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7910	79.10%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7617	76.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7310	73.10%
P-glycoprotein inhibitior	+	0.7091	70.91%
P-glycoprotein substrate	+	0.5420	54.20%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.9010	90.10%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.8746	87.46%
CYP2C8 inhibition	+	0.7507	75.07%
CYP inhibitory promiscuity	-	0.8553	85.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.5601	56.01%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7404	74.04%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9171	91.71%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8795	87.95%
Acute Oral Toxicity (c)	I	0.4340	43.40%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.7206	72.06%
Thyroid receptor binding	-	0.5657	56.57%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.6875	68.75%
Honey bee toxicity	-	0.6135	61.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9164	91.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.23%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.12%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.91%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.23%	94.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.21%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.02%	86.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.97%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.67%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.54%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.59%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.79%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.19%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%
CHEMBL1871	P10275	Androgen Receptor	80.77%	96.43%

Plants that contains it

• Cyclamen purpurascens
• Lilium speciosum

Cross-Links

• PubChem: 101599920
• NPASS: NPC14346
• LOTUS: LTS0273110
• wikiData: Q105338895