[(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,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-12-yl] benzoate

Details

• Internal ID: 3bef9d97-756e-4d02-907e-f5a1ec83c016
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4S,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-12-yl] benzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C9=CC=CC=C9)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](CC[C@@]8([C@@]7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C9=CC=CC=C9)C)C)C)C)OC)O
• InChI: InChI=1S/C56H84O18/c1-29(57)37-19-22-56(61)54(37,7)43(71-52(59)34-15-13-12-14-16-34)28-42-53(6)20-18-36(23-35(53)17-21-55(42,56)60)70-44-25-39(63-9)49(31(3)67-44)73-46-27-41(65-11)51(33(5)69-46)74-47-26-40(64-10)50(32(4)68-47)72-45-24-38(62-8)48(58)30(2)66-45/h12-17,30-33,36-51,58,60-61H,18-28H2,1-11H3/t30-,31-,32-,33-,36+,37+,38+,39+,40-,41+,42-,43-,44+,45+,46+,47+,48-,49-,50-,51-,53+,54+,55+,56-/m1/s1
• InChI Key: WVIFWIRUJXGCNY-VWHGLFCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₄O₁₈
• Molecular Weight: 1045.30 g/mol
• Exact Mass: 1044.56576583 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 18
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9005	90.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9852	98.52%
P-glycoprotein inhibitior	+	0.7497	74.97%
P-glycoprotein substrate	+	0.7427	74.27%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.6867	68.67%
CYP2C9 inhibition	-	0.8840	88.40%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	+	0.7347	73.47%
CYP inhibitory promiscuity	-	0.9662	96.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5002	50.02%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9016	90.16%
Skin irritation	+	0.5090	50.90%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7850	78.50%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7842	78.42%
Acute Oral Toxicity (c)	II	0.4106	41.06%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.8033	80.33%
Aromatase binding	+	0.6485	64.85%
PPAR gamma	+	0.8319	83.19%
Honey bee toxicity	-	0.6958	69.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9862	98.62%

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	96.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.40%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.19%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.61%	100.00%
CHEMBL5028	O14672	ADAM10	90.23%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.43%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.30%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.90%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.77%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.34%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.21%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	87.03%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.23%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.85%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.77%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.51%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.21%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.05%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.67%	100.00%

Plants that contains it

• Asclepias syriaca

Cross-Links

• PubChem: 102032750
• LOTUS: LTS0057818
• wikiData: Q105313533