[4-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 6-[6-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-hydroxy-2-methylhept-2-enoate

Details

• Internal ID: 5e1cbac5-536f-41a7-851d-f8cf250456be
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
• IUPAC Name: [4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 6-[6-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-hydroxy-2-methylhept-2-enoate
• SMILES (Canonical): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C(CC=C(C)C(=O)OC9=CC=C(C=C9)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C(CC=C(C)C(=O)OC9=CC=C(C=C9)OC1C(C(C(C(O1)CO)O)O)O)O
• InChI: InChI=1S/C60H92O25/c1-26(51(76)77-28-8-10-29(11-9-28)78-52-47(74)43(70)39(66)32(21-61)79-52)7-12-31(65)27(2)30-15-17-58(6)37-14-13-36-56(3,4)38(16-18-59(36)25-60(37,59)20-19-57(30,58)5)83-54-49(45(72)41(68)34(23-63)81-54)85-55-50(46(73)42(69)35(24-64)82-55)84-53-48(75)44(71)40(67)33(22-62)80-53/h7-11,27,30-50,52-55,61-75H,12-25H2,1-6H3
• InChI Key: JDXCFPIURQUYGA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₂O₂₅
• Molecular Weight: 1213.40 g/mol
• Exact Mass: 1212.59276842 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8739	87.39%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7514	75.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.8342	83.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.9446	94.46%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8629	86.29%
CYP2C9 inhibition	-	0.6619	66.19%
CYP2C19 inhibition	-	0.7491	74.91%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.7605	76.05%
CYP2C8 inhibition	+	0.6944	69.44%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.6630	66.30%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7916	79.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7485	74.85%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8619	86.19%
Acute Oral Toxicity (c)	I	0.5104	51.04%
Estrogen receptor binding	+	0.7520	75.20%
Androgen receptor binding	+	0.7757	77.57%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.7741	77.41%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.8152	81.52%
Honey bee toxicity	-	0.6267	62.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	99.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.39%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.37%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.93%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.41%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.50%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.86%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.47%	95.58%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.08%	91.24%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.21%	90.24%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.15%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.32%	92.62%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.11%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.01%	91.07%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.88%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.56%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.11%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.69%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.66%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.57%	93.00%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 163030103
• LOTUS: LTS0063601
• wikiData: Q105125825