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

Details

• Internal ID: 222d2907-77ad-49bb-8c38-7134d7132d79
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,10R,12R,13S,14S,17S)-17-(1-acetyloxyethyl)-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4S,5R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6CC=C5C4)O)C(C)OC(=O)C)C)OC(=O)C8=CC=CC=C8)C)C)C)O)OC)O
• SMILES (Isomeric): CC1[C@H]([C@@H](C([C@@H](O1)O[C@H]2[C@@H](C[C@@H](OC2C)O[C@H]3[C@@H](C[C@@H](OC3C)O[C@H]4CC[C@@]5(C6C[C@H]([C@@]7([C@H](CC[C@@]7(C6CC=C5C4)O)C(C)OC(=O)C)C)OC(=O)C8=CC=CC=C8)C)OC)OC)O)OC)O
• InChI: InChI=1S/C51H76O16/c1-26(60-30(5)52)34-19-21-51(56)35-17-16-32-22-33(18-20-49(32,6)36(35)23-39(50(34,51)7)65-47(55)31-14-12-11-13-15-31)64-40-24-37(57-8)44(28(3)61-40)66-41-25-38(58-9)45(29(4)62-41)67-48-43(54)46(59-10)42(53)27(2)63-48/h11-16,26-29,33-46,48,53-54,56H,17-25H2,1-10H3/t26?,27?,28?,29?,33-,34+,35?,36?,37+,38+,39+,40-,41-,42+,43?,44+,45+,46-,48-,49-,50-,51-/m0/s1
• InChI Key: AVAZXIOSUORKOF-NQJREROVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆O₁₆
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.51333633 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9547	95.47%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6972	69.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7374	73.74%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.7539	75.39%
P-glycoprotein substrate	+	0.7839	78.39%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.6871	68.71%
CYP2C9 inhibition	-	0.8945	89.45%
CYP2C19 inhibition	-	0.9155	91.55%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.7897	78.97%
CYP2C8 inhibition	+	0.7560	75.60%
CYP inhibitory promiscuity	-	0.9249	92.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5156	51.56%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9056	90.56%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8083	80.83%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7153	71.53%
Acute Oral Toxicity (c)	I	0.3816	38.16%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	+	0.8027	80.27%
Aromatase binding	+	0.5954	59.54%
PPAR gamma	+	0.8273	82.73%
Honey bee toxicity	-	0.6451	64.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9809	98.09%

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	97.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.16%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.02%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.84%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.52%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.53%	95.89%
CHEMBL5028	O14672	ADAM10	90.28%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.20%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.69%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.95%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.26%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.73%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.44%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.69%	94.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.64%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.73%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.28%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.97%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.96%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163079002
• LOTUS: LTS0095664
• wikiData: Q104919289