[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: 35f5f944-ba52-4010-8e42-65ebe653e405
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C6CC(C7(C(CCC7(C6(CC=C5C4)O)O)(C(=O)C)O)C)OC(=O)C8=CC=CC=C8)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]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@@]5([C@H]6C[C@H]([C@@]7([C@@](CC[C@@]7([C@@]6(CC=C5C4)O)O)(C(=O)C)O)C)OC(=O)C8=CC=CC=C8)C)C)C)OC)O
• InChI: InChI=1S/C47H68O16/c1-24-39(51)33(56-7)22-38(57-24)63-41-26(3)59-37(21-32(41)50)62-40-25(2)58-36(20-31(40)49)60-30-14-15-43(5)29(19-30)13-16-46(54)34(43)23-35(61-42(52)28-11-9-8-10-12-28)44(6)45(53,27(4)48)17-18-47(44,46)55/h8-13,24-26,30-41,49-51,53-55H,14-23H2,1-7H3/t24-,25-,26-,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,43+,44-,45-,46+,47-/m1/s1
• InChI Key: MZRAFZQAPHIUDA-WFUXSPRWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₈O₁₆
• Molecular Weight: 889.00 g/mol
• Exact Mass: 888.45073608 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9136	91.36%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9649	96.49%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.7447	74.47%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	+	0.7295	72.95%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.5164	51.64%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7422	74.22%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8673	86.73%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.8096	80.96%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.7465	74.65%
Aromatase binding	+	0.6181	61.81%
PPAR gamma	+	0.7954	79.54%
Honey bee toxicity	-	0.6589	65.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	97.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.07%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.03%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.42%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.94%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.38%	90.17%
CHEMBL5028	O14672	ADAM10	88.20%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.42%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.01%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.72%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.13%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.31%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.66%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.58%	94.00%
CHEMBL4267	P37173	TGF-beta receptor type II	80.35%	88.18%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 101841583
• NPASS: NPC68257
• LOTUS: LTS0071875
• wikiData: Q105175986