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

Details

• Internal ID: 217bb4af-8bca-45be-b716-e092d3352475
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3R,8S,9S,10R,12R,13S,14S,15R,17R)-8,12,14,15-tetrahydroxy-3-[(2R,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,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-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)OC5CCC6(C7CC(C8(C(CC(C8(C7(CC=C6C5)O)O)O)C(=O)C)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]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]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)OC)O
• InChI: InChI=1S/C49H80O18/c1-23(50)30-17-37(52)49(55)47(30,7)36(51)22-35-46(6)14-13-29(16-28(46)12-15-48(35,49)54)64-38-19-32(57-9)43(25(3)61-38)66-40-21-34(59-11)45(27(5)63-40)67-41-20-33(58-10)44(26(4)62-41)65-39-18-31(56-8)42(53)24(2)60-39/h12,24-27,29-45,51-55H,13-22H2,1-11H3/t24-,25-,26-,27-,29-,30+,31-,32-,33-,34-,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46+,47+,48+,49-/m1/s1
• InChI Key: OJURYBCRENKRHL-XRSAOLOZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₈
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.53446570 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9099	90.99%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.9288	92.88%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.6476	64.76%
CYP3A4 substrate	+	0.7104	71.04%
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	+	0.4910	49.10%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9062	90.62%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7944	79.44%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	II	0.3964	39.64%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.5821	58.21%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.8392	83.92%
Honey bee toxicity	-	0.6959	69.59%
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	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.60%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.13%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.77%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.63%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.59%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.73%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.94%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.79%	95.71%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.01%	97.53%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 162935036
• LOTUS: LTS0024577
• wikiData: Q105193299