[3,4,5-Trihydroxy-6-[[3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-12-oxo-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: c8076761-a3b9-476d-b83b-7b58935d103f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[[3-[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-12-oxo-1,2,3,4,7,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CC(=O)C7(C(C6CC=C5C4)CC(C7C(C)C(CCC(C)C)O)OC8C(C(C(C(O8)COC(=O)C)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CC(=O)C7(C(C6CC=C5C4)CC(C7C(C)C(CCC(C)C)O)OC8C(C(C(C(O8)COC(=O)C)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C53H86O23/c1-20(2)9-12-30(56)21(3)35-31(72-50-44(66)41(63)38(60)33(74-50)19-68-24(6)55)16-29-27-11-10-25-15-26(13-14-52(25,7)28(27)17-34(57)53(29,35)8)71-51-47(76-49-43(65)40(62)37(59)23(5)70-49)45(67)46(32(18-54)73-51)75-48-42(64)39(61)36(58)22(4)69-48/h10,20-23,26-33,35-51,54,56,58-67H,9,11-19H2,1-8H3
• InChI Key: LTDYJAJKLBEZOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₃
• Molecular Weight: 1091.20 g/mol
• Exact Mass: 1090.55598899 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8033	80.33%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8646	86.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	-	0.2602	26.02%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9442	94.42%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.6612	66.12%
CYP3A4 substrate	+	0.7379	73.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.7081	70.81%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.8428	84.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9003	90.03%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8623	86.23%
Androgen receptor binding	+	0.7273	72.73%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7976	79.76%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.8222	82.22%
Honey bee toxicity	-	0.6433	64.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9631	96.31%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.45%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.71%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	97.59%	95.93%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	93.97%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.95%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.16%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.63%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.15%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.73%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.89%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.20%	97.33%
CHEMBL3401	O75469	Pregnane X receptor	85.45%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.47%	89.67%
CHEMBL5255	O00206	Toll-like receptor 4	83.04%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.99%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.98%	97.36%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.66%	97.29%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL255	P29275	Adenosine A2b receptor	81.46%	98.59%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.41%	94.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.63%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Dioscorea spongiosa

Cross-Links

• PubChem: 75964124
• LOTUS: LTS0257777
• wikiData: Q105156906