1-[(3S,8R,9R,10R,12S,13S,14S,17R)-8,12,14,17-tetrahydroxy-3-[(2S,4S,5S,6S)-4-hydroxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: f9313339-fbe0-4dba-9015-05899dfd596a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8R,9R,10R,12S,13S,14S,17R)-8,12,14,17-tetrahydroxy-3-[(2S,4S,5S,6S)-4-hydroxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)O)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@H]3[C@@H](O[C@@H](C[C@H]3O)O[C@@H]4[C@@H](O[C@@H](C[C@@H]4O)O[C@H]5CC[C@@]6([C@H]7C[C@@H]([C@@]8([C@](CC[C@]8([C@]7(CC=C6C5)O)O)(C(=O)C)O)C)O)C)C)C)C)OC)O
• InChI: InChI=1S/C46H74O18/c1-21-38(52)31(56-8)19-37(57-21)64-41-24(4)60-36(18-30(41)50)63-40-23(3)59-35(17-29(40)49)62-39-22(2)58-34(16-28(39)48)61-27-10-11-42(6)26(15-27)9-12-45(54)32(42)20-33(51)43(7)44(53,25(5)47)13-14-46(43,45)55/h9,21-24,27-41,48-55H,10-20H2,1-8H3/t21-,22-,23-,24+,27-,28-,29+,30-,31+,32+,33-,34+,35+,36-,37-,38-,39+,40-,41+,42-,43+,44-,45+,46-/m0/s1
• InChI Key: FORLSKLHKCAOBW-ONEONISBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 18
• 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	+	0.9099	90.99%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.7121	71.21%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8776	87.76%
CYP2C8 inhibition	+	0.5090	50.90%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9090	90.90%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8007	80.07%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8703	87.03%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8557	85.57%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.7420	74.20%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	+	0.8131	81.31%
Honey bee toxicity	-	0.6440	64.40%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9441	94.41%

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	97.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.93%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.86%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.57%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.53%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.08%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.35%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.33%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.05%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.16%	100.00%

Plants that contains it

• Asclepias incarnata
• Lepidozia incurvata

Cross-Links

• PubChem: 163084793
• LOTUS: LTS0021493
• wikiData: Q105215310