3-[(3S,5R,8R,9S,10S,13R,14S)-14-hydroxy-3-[(2R,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: a5a176d8-1457-47b3-989d-eab8c11e0d6a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(3S,5R,8R,9S,10S,13R,14S)-14-hydroxy-3-[(2R,4R,5S,6S)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC=C5C6=CC(=O)OC6)O)C)C)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC=C5C6=CC(=O)OC6)O)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C42H64O17/c1-19-37(59-39-36(50)34(48)32(46)28(58-39)18-54-38-35(49)33(47)31(45)27(16-43)57-38)26(52-4)15-30(55-19)56-22-7-10-40(2)21(14-22)5-6-25-24(40)8-11-41(3)23(9-12-42(25,41)51)20-13-29(44)53-17-20/h9,13,19,21-22,24-28,30-39,43,45-51H,5-8,10-12,14-18H2,1-4H3/t19-,21+,22-,24-,25+,26+,27+,28+,30-,31+,32+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42-/m0/s1
• InChI Key: WYTPNKDEPLKFGO-ITJZONLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₇
• Molecular Weight: 840.90 g/mol
• Exact Mass: 840.41435057 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8177	81.77%
Caco-2	-	0.8913	89.13%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8951	89.51%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	+	0.7522	75.22%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9140	91.40%
CYP2C19 inhibition	-	0.9183	91.83%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9208	92.08%
CYP2C8 inhibition	+	0.5522	55.22%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5835	58.35%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.5686	56.86%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6579	65.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7894	78.94%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9154	91.54%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6881	68.81%
Acute Oral Toxicity (c)	I	0.7685	76.85%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.7732	77.32%
Thyroid receptor binding	-	0.6363	63.63%
Glucocorticoid receptor binding	+	0.6772	67.72%
Aromatase binding	+	0.7286	72.86%
PPAR gamma	+	0.7697	76.97%
Honey bee toxicity	-	0.5837	58.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9043	90.43%

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	98.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.45%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	95.75%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.99%	97.25%
CHEMBL1871	P10275	Androgen Receptor	94.12%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.67%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.93%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	87.42%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.05%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.80%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.51%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.14%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.26%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.80%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.40%	99.23%
CHEMBL5028	O14672	ADAM10	80.10%	97.50%

Plants that contains it

• Beaumontia murtonii

Cross-Links

• PubChem: 14585049
• LOTUS: LTS0238539
• wikiData: Q105104009