[(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14-hydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,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-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: ce65d009-1294-431e-9340-61517b6cb8a3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14-hydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,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-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C(CC=C3C2(CCC(C3)OC4CC(C(C(O4)C)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)OC)OC)OC)OC)C)C8(C1(C(CC8)C(=O)C)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C[C@H]2[C@@H](CC=C3[C@@]2(CC[C@@H](C3)O[C@H]4C[C@@H]([C@@H]([C@H](O4)C)O[C@H]5C[C@@H]([C@@H]([C@H](O5)C)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)OC)OC)OC)OC)C)[C@@]8([C@]1([C@H](CC8)C(=O)C)C)O
• InChI: InChI=1S/C54H86O17/c1-14-27(2)51(57)68-42-22-37-36(54(58)20-18-35(28(3)55)53(42,54)9)16-15-33-21-34(17-19-52(33,37)8)67-43-24-39(60-11)48(30(5)64-43)70-45-26-41(62-13)50(32(7)66-45)71-46-25-40(61-12)49(31(6)65-46)69-44-23-38(59-10)47(56)29(4)63-44/h14-15,29-32,34-50,56,58H,16-26H2,1-13H3/b27-14+/t29-,30-,31-,32-,34+,35-,36-,37+,38-,39+,40-,41+,42-,43+,44+,45+,46+,47-,48-,49-,50-,52+,53+,54+/m1/s1
• InChI Key: KQRYTIJIWAGUQB-KNKMAPGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₁₇
• Molecular Weight: 1007.20 g/mol
• Exact Mass: 1006.58650127 g/mol
• Topological Polar Surface Area (TPSA): 195.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 6.26
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9703	97.03%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.8719	87.19%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6124	61.24%
BSEP inhibitior	+	0.9889	98.89%
P-glycoprotein inhibitior	+	0.7557	75.57%
P-glycoprotein substrate	+	0.7220	72.20%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	-	0.8331	83.31%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9367	93.67%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.7959	79.59%
CYP2C8 inhibition	+	0.5941	59.41%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4886	48.86%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5983	59.83%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7864	78.64%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6676	66.76%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	I	0.4525	45.25%
Estrogen receptor binding	+	0.8471	84.71%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.8185	81.85%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.8425	84.25%
Honey bee toxicity	-	0.6507	65.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9630	96.30%

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	98.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.19%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.97%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.39%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.18%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.02%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	84.89%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.77%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.36%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.13%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.10%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%
CHEMBL5028	O14672	ADAM10	81.72%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.21%	92.50%

Plants that contains it

• Hoodia gordonii
• Polyspora chrysandra

Cross-Links

• PubChem: 163019598
• LOTUS: LTS0240298
• wikiData: Q105144752