[(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-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-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: a3ae11fe-bdb8-4d61-aeba-871b7feb9b21
• 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-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-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(CC2OC)OC3C(OC(CC3O)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)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]3O)O[C@@H]4[C@H](O[C@H](C[C@@H]4O)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)OC)O
• InChI: InChI=1S/C54H80O19/c1-27-45(58)37(63-8)24-43(65-27)73-48-30(4)68-44(25-38(48)64-9)72-47-29(3)67-42(23-36(47)57)71-46-28(2)66-41(22-35(46)56)69-34-16-17-50(6)33(21-34)15-18-53(61)39(50)26-40(70-49(59)32-13-11-10-12-14-32)51(7)52(60,31(5)55)19-20-54(51,53)62/h10-15,27-30,34-48,56-58,60-62H,16-26H2,1-9H3/t27-,28-,29-,30-,34+,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50+,51-,52-,53+,54-/m1/s1
• InChI Key: WRSRWWCYWUIAJH-DALYFXIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₀O₁₉
• Molecular Weight: 1033.20 g/mol
• Exact Mass: 1032.52938032 g/mol
• Topological Polar Surface Area (TPSA): 257.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9136	91.36%
Caco-2	-	0.8653	86.53%
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	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7555	75.55%
CYP3A4 substrate	+	0.7444	74.44%
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	+	0.7264	72.64%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9011	90.11%
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	+	0.7699	76.99%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8662	86.62%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7760	77.60%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	+	0.8206	82.06%
Honey bee toxicity	-	0.6536	65.36%
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	97.39%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.55%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.75%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.56%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.94%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.02%	100.00%
CHEMBL5028	O14672	ADAM10	88.20%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.89%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.42%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.88%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.35%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.80%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.38%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.31%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.95%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.66%	100.00%
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: 101841585
• NPASS: NPC97239
• LOTUS: LTS0234817
• wikiData: Q105311555