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

Details

• Internal ID: 71922a3f-4834-4ba0-91ec-7eb5b801eafa
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,12,14,15-tetrahydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2O)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CC(C8(C7(CC=C6C5)O)O)O)C(=O)C)C)O)C)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([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]3OC)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@@H](C[C@H]([C@@]8([C@@]7(CC=C6C5)O)O)O)C(=O)C)C)O)C)C)C)C)O)OC)O
• InChI: InChI=1S/C47H76O19/c1-20(48)27-15-33(52)47(56)45(27,7)32(51)19-31-44(6)12-11-26(14-25(44)10-13-46(31,47)55)63-34-16-28(49)39(22(3)59-34)64-36-18-30(57-8)41(24(5)61-36)65-35-17-29(50)40(23(4)60-35)66-43-38(54)42(58-9)37(53)21(2)62-43/h10,21-24,26-43,49-56H,11-19H2,1-9H3/t21-,22-,23-,24-,26+,27+,28+,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-/m1/s1
• InChI Key: USAXRFBTLGHMGG-BONNLVKRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 11

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	-	0.8779	87.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.8979	89.79%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.7139	71.39%
CYP3A4 substrate	+	0.7232	72.32%
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	+	0.5549	55.49%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9076	90.76%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8335	83.35%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8346	83.46%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8622	86.22%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	+	0.5617	56.17%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.7178	71.78%
PPAR gamma	+	0.8307	83.07%
Honey bee toxicity	-	0.6545	65.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.68%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.20%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.96%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.00%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.90%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.87%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.57%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.69%	95.89%
CHEMBL5028	O14672	ADAM10	84.50%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.34%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.40%	95.71%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10533872
• LOTUS: LTS0057442
• wikiData: Q105278097