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-methylheptan-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: 591279f7-e78f-4a17-813d-0bf6286ef854
• 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-methylheptan-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/C53H90O22/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/h22-27,30-49,54-67H,9-21H2,1-8H3
• InChI Key: JUDDLAZBRQMWAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₂₂
• Molecular Weight: 1079.30 g/mol
• Exact Mass: 1078.59237449 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.42
• 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	+	0.7547	75.47%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8130	81.30%
OATP1B3 inhibitior	-	0.2571	25.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7783	77.83%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	+	0.6221	62.21%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.9161	91.61%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	+	0.7122	71.22%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.5835	58.35%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7802	78.02%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8992	89.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7420	74.20%
Acute Oral Toxicity (c)	III	0.5598	55.98%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.7639	76.39%
Thyroid receptor binding	-	0.5181	51.81%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	+	0.6548	65.48%
PPAR gamma	+	0.7921	79.21%
Honey bee toxicity	-	0.6642	66.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	97.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.34%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.20%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.97%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	91.65%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	91.07%	90.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	90.71%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.41%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.27%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.28%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.23%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.88%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.87%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.61%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.69%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.54%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.33%	97.36%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.19%	98.05%
CHEMBL268	P43235	Cathepsin K	82.90%	96.85%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.42%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.19%	96.90%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.97%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.69%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.31%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73837092
• LOTUS: LTS0017676
• wikiData: Q105135166