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

Details

• Internal ID: c0e592b0-47e1-4e95-934c-0ea774675730
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9S,10R,11S,12S,13S,14R,17S)-8,11,12,14-tetrahydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-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(CC(O1)OC2CCC3(C4C(C(C5(C(CCC5(C4(CC=C3C2)O)O)C(=O)C)C)O)O)C)OC)OC6CC(C(C(O6)C)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4[C@@H]([C@H]([C@@]5([C@H](CC[C@@]5([C@@]4(CC=C3C2)O)O)C(=O)C)C)O)O)C)OC)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7[C@@H]([C@@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC)O)OC
• InChI: InChI=1S/C48H78O21/c1-20(50)26-12-15-48(58)46(26,6)42(56)36(55)41-45(5)13-11-25(16-24(45)10-14-47(41,48)57)65-30-17-27(59-7)37(21(2)62-30)67-31-18-28(60-8)38(22(3)63-31)68-44-35(54)40(61-9)39(23(4)64-44)69-43-34(53)33(52)32(51)29(19-49)66-43/h10,21-23,25-44,49,51-58H,11-19H2,1-9H3/t21-,22-,23-,25+,26-,27+,28+,29-,30+,31+,32-,33+,34-,35-,36+,37-,38-,39-,40+,41-,42-,43+,44+,45+,46+,47+,48-/m1/s1
• InChI Key: AXQIKNCGKISNQO-VHCINZOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₂₁
• Molecular Weight: 991.10 g/mol
• Exact Mass: 990.50355949 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 21
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8423	84.23%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.8463	84.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9557	95.57%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.6793	67.93%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9146	91.46%
CYP2C8 inhibition	+	0.6172	61.72%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9052	90.52%
Skin irritation	+	0.5349	53.49%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7907	79.07%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7690	76.90%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8597	85.97%
Acute Oral Toxicity (c)	I	0.4045	40.45%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	+	0.5814	58.14%
Glucocorticoid receptor binding	+	0.7890	78.90%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.8300	83.00%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.8970	89.70%

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	98.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.03%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.70%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.92%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.51%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.68%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.39%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.76%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.91%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.32%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.34%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.73%	96.00%
CHEMBL5028	O14672	ADAM10	82.70%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.59%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.79%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.24%	95.50%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 10533983
• LOTUS: LTS0072463
• wikiData: Q104920711