[(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,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-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: 3272b551-dee6-4710-9b52-4ec4f363f899
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,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-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)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)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]2O)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@H](C)O)O)C)OC(=O)C9=CC=CC=C9)C)C)C)C)OC)O
• InChI: InChI=1S/C53H80O19/c1-26-44(58)37(63-8)24-43(64-26)72-47-29(4)67-42(23-36(47)57)71-46-28(3)66-41(22-35(46)56)70-45-27(2)65-40(21-34(45)55)68-33-15-16-49(6)32(20-33)14-17-52(61)38(49)25-39(69-48(59)31-12-10-9-11-13-31)50(7)51(60,30(5)54)18-19-53(50,52)62/h9-14,26-30,33-47,54-58,60-62H,15-25H2,1-8H3/t26-,27-,28-,29-,30+,33+,34+,35-,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-,47-,49+,50-,51-,52+,53-/m1/s1
• InChI Key: JUXLMNHLMQXZTC-ZACOZXHZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₀O₁₉
• Molecular Weight: 1021.20 g/mol
• Exact Mass: 1020.52938032 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9385	93.85%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.7453	74.53%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	+	0.6685	66.85%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.5131	51.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7949	79.49%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9292	92.92%
Acute Oral Toxicity (c)	II	0.5618	56.18%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.7625	76.25%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.7679	76.79%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.8241	82.41%
Honey bee toxicity	-	0.6649	66.49%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	97.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.88%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.19%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.92%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.49%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.19%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.66%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL5028	O14672	ADAM10	89.41%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.09%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.18%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.98%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.87%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.44%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.89%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.79%	97.25%
CHEMBL4302	P08183	P-glycoprotein 1	82.61%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.56%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.06%	95.93%
CHEMBL2535	P11166	Glucose transporter	81.00%	98.75%

Plants that contains it

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

Cross-Links

• PubChem: 101841587
• NPASS: NPC244630
• LOTUS: LTS0060793
• wikiData: Q105135504