1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-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: 85ea9c6f-3c08-4741-9597-3bbf11aba049
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8S,9R,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-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)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5C(OC(CC5O)OC6CCC7(C8CC(C9(C(CC(C9(C8(CC=C7C6)O)O)O)C(=O)C)C)O)C)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]2OC)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]4OC)O[C@@H]5[C@H](O[C@H](C[C@H]5O)O[C@H]6CC[C@@]7([C@H]8C[C@H]([C@@]9([C@@H](C[C@H]([C@@]9([C@@]8(CC=C7C6)O)O)O)C(=O)C)C)O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C55H90O21/c1-25(56)33-18-41(59)55(62)53(33,8)40(58)24-39-52(7)15-14-32(17-31(52)13-16-54(39,55)61)72-42-19-34(57)48(27(3)68-42)73-44-21-36(64-10)50(28(4)69-44)75-46-23-38(66-12)51(30(6)71-46)76-45-22-37(65-11)49(29(5)70-45)74-43-20-35(63-9)47(60)26(2)67-43/h13,26-30,32-51,57-62H,14-24H2,1-12H3/t26-,27-,28-,29-,30-,32+,33+,34-,35-,36-,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,50-,51-,52+,53+,54+,55-/m1/s1
• InChI Key: VGSUBFNMDHONQF-IKFMRXNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₀O₂₁
• Molecular Weight: 1087.30 g/mol
• Exact Mass: 1086.59745988 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 21
• H-Bond Donor: 6
• Rotatable Bonds: 15

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	-	0.8694	86.94%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9559	95.59%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6941	69.41%
CYP3A4 substrate	+	0.7167	71.67%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9025	90.25%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.6224	62.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7980	79.80%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8159	81.59%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.7526	75.26%
Thyroid receptor binding	+	0.6027	60.27%
Glucocorticoid receptor binding	+	0.7986	79.86%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.8454	84.54%
Honey bee toxicity	-	0.6856	68.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
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	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.90%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.56%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.22%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.63%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.31%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.23%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL5028	O14672	ADAM10	83.95%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.46%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.79%	95.93%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 10724865
• LOTUS: LTS0213726
• wikiData: Q105286015