[(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-5-[(2S,5R)-5-[(2R,3S,5R)-3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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: 26b2a79f-f5f1-452b-bc01-4ca06d1ca9e1
• 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)-5-[(2S,5R)-5-[(2R,3S,5R)-3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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)C)OC9C(C(C(C(O9)CO)O)O)O)OC)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)C)O[C@@H]9[C@H](C([C@@H](C(O9)CO)O)O)O)OC)O)OC
• InChI: InChI=1S/C58H88O20/c1-28(70-32(5)60)37-19-21-58(66)38-17-16-34-22-36(18-20-56(34,6)39(38)23-35(57(37,58)7)24-40(61)33-14-12-11-13-15-33)74-44-25-41(67-8)50(29(2)71-44)76-45-26-42(68-9)51(30(3)72-45)77-55-49(65)53(69-10)52(31(4)73-55)78-54-48(64)47(63)46(62)43(27-59)75-54/h11-16,28-31,35-39,41-55,59,62-66H,17-27H2,1-10H3/t28-,29?,30?,31?,35+,36+,37-,38?,39+,41?,42?,43?,44+,45+,46-,47?,48+,49+,50-,51-,52-,53?,54-,55-,56+,57-,58+/m1/s1
• InChI Key: ADQLEGIPZJNZID-XVSKALDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₈O₂₀
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.58689519 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 20
• H-Bond Donor: 6
• Rotatable Bonds: 17

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	-	0.8646	86.46%
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	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.8970	89.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7303	73.03%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.7669	76.69%
CYP3A4 substrate	+	0.7380	73.80%
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	+	0.7631	76.31%
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	-	0.9002	90.02%
Skin irritation	-	0.5166	51.66%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7863	78.63%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.7042	70.42%
skin sensitisation	-	0.9237	92.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	I	0.5623	56.23%
Estrogen receptor binding	+	0.8112	81.12%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.6707	67.07%
Glucocorticoid receptor binding	+	0.8173	81.73%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.8488	84.88%
Honey bee toxicity	-	0.6233	62.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	98.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.89%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.54%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.31%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL4072	P07858	Cathepsin B	91.76%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.52%	85.14%
CHEMBL5028	O14672	ADAM10	90.71%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.58%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.04%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.89%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.86%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.03%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.88%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.17%	97.25%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.54%	89.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.52%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.63%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.35%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.03%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162903627
• LOTUS: LTS0102757
• wikiData: Q105094739