[(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-4-methoxy-5-[(2S,5R)-4-methoxy-6-methyl-5-[(2R,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-phenacyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate

Details

• Internal ID: f2cbc66d-bb5b-4219-b1ea-17ad9ba27124
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-4-methoxy-5-[(2S,5R)-4-methoxy-6-methyl-5-[(2R,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-phenacyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CC=C3C2)O)C(C)OC(=O)C)C)CC(=O)C6=CC=CC=C6)C)OC)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): CC1[C@H](C(C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5(C4CC=C3C2)O)[C@@H](C)OC(=O)C)C)CC(=O)C6=CC=CC=C6)C)OC)O[C@H]7CC([C@@H](C(O7)C)O[C@@H]8[C@H](C([C@@H](C(O8)CO)O)O)O)OC
• InChI: InChI=1S/C51H76O16/c1-26(61-29(4)53)34-17-19-51(58)35-15-14-31-20-33(16-18-49(31,5)36(35)21-32(50(34,51)6)22-37(54)30-12-10-9-11-13-30)64-41-23-38(59-7)46(27(2)62-41)66-42-24-39(60-8)47(28(3)63-42)67-48-45(57)44(56)43(55)40(25-52)65-48/h9-14,26-28,32-36,38-48,52,55-58H,15-25H2,1-8H3/t26-,27?,28?,32+,33+,34-,35?,36+,38?,39?,40?,41+,42+,43-,44?,45+,46-,47-,48-,49+,50-,51+/m1/s1
• InChI Key: PDBLSOTWUWGZSI-SUWDJTRGSA-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): 218.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8556	85.56%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.8970	89.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7303	73.03%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.7521	75.21%
P-glycoprotein substrate	+	0.7502	75.02%
CYP3A4 substrate	+	0.7326	73.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.7046	70.46%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.9183	91.83%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.7281	72.81%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.5166	51.66%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8119	81.19%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7167	71.67%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7071	70.71%
Acute Oral Toxicity (c)	I	0.5623	56.23%
Estrogen receptor binding	+	0.8551	85.51%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	+	0.5918	59.18%
Glucocorticoid receptor binding	+	0.7906	79.06%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.8268	82.68%
Honey bee toxicity	-	0.6330	63.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9677	96.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.03%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.72%	94.62%
CHEMBL4072	P07858	Cathepsin B	92.12%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.13%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL5028	O14672	ADAM10	90.71%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.22%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.03%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.88%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.32%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.12%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.09%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.69%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.79%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.15%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.80%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.72%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.32%	94.97%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817564
• LOTUS: LTS0093061
• wikiData: Q105206296