2-[3-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[4-hydroxy-4-(hydroxymethyl)-17-(4-hydroxy-6-methylhept-6-en-2-yl)-10,13,14-trimethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: ed2f1daa-8aae-4664-b284-da622bd2c27d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[3-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[[4-hydroxy-4-(hydroxymethyl)-17-(4-hydroxy-6-methylhept-6-en-2-yl)-10,13,14-trimethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC5CCC6(C(C5(CO)O)CCC7=C6CCC8(C7(CCC8C(C)CC(CC(=C)C)O)C)C)C)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC5CCC6(C(C5(CO)O)CCC7=C6CCC8(C7(CCC8C(C)CC(CC(=C)C)O)C)C)C)CO)O)O)O)O
• InChI: InChI=1S/C53H88O22/c1-22(2)17-26(57)18-23(3)27-11-15-52(8)29-9-10-32-50(6,28(29)12-16-51(27,52)7)14-13-33(53(32,67)21-56)72-49-45(44(37(61)31(20-55)71-49)74-46-40(64)38(62)34(58)24(4)68-46)75-48-42(66)43(35(59)25(5)69-48)73-47-41(65)39(63)36(60)30(19-54)70-47/h23-27,30-49,54-67H,1,9-21H2,2-8H3
• InChI Key: QBVIBOIYXHFFIE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₂
• Molecular Weight: 1077.30 g/mol
• Exact Mass: 1076.57672443 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6772	67.72%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6614	66.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7945	79.45%
OATP1B3 inhibitior	+	0.8321	83.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8760	87.60%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.6409	64.09%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9302	93.02%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9071	90.71%
CYP2C8 inhibition	+	0.7199	71.99%
CYP inhibitory promiscuity	-	0.9505	95.05%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.5125	51.25%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7946	79.46%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4527	45.27%
Acute Oral Toxicity (c)	I	0.4324	43.24%
Estrogen receptor binding	+	0.8279	82.79%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.5159	51.59%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.7958	79.58%
Honey bee toxicity	-	0.6154	61.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9483	94.83%

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	98.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.92%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.97%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.95%	95.93%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	90.12%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.54%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.66%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.90%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.65%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.64%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.23%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	84.74%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.11%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.08%	96.90%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	83.36%	95.42%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.05%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.96%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.76%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.41%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.27%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.58%	95.83%
CHEMBL221	P23219	Cyclooxygenase-1	81.49%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.33%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.82%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73837091
• LOTUS: LTS0141530
• wikiData: Q105218035