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3beta-(alpha-L-Rhamnosyl-(1-2),beta-D-glucopyranosyl-(1-3)-beta-D-glucopyranosyl(beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2))-beta-D-glucopyranosyl)-25R-5alpha-spirostane

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ac110be0-ae4f-4680-863a-52f0ae35f600
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 2-[4,5-dihydroxy-6-[5-hydroxy-4-[5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl)oxyoxan-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)C)O)O)O)OC2C(C(C(C(O2)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)C)O)O)O)OC2C(C(C(C(O2)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C62H102O30/c1-22-9-14-62(80-20-22)23(2)36-32(92-62)16-30-28-8-7-26-15-27(10-12-60(26,5)29(28)11-13-61(30,36)6)83-58-52(91-57-48(78)44(74)49(35(19-65)86-57)87-55-46(76)42(72)37(67)24(3)81-55)51(41(71)33(17-63)84-58)89-59-53(90-56-47(77)43(73)38(68)25(4)82-56)50(40(70)34(18-64)85-59)88-54-45(75)39(69)31(66)21-79-54/h22-59,63-78H,7-21H2,1-6H3
InChI Key NAQDYYJRPQGJHX-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C62H102O30
Molecular Weight 1327.50 g/mol
Exact Mass 1326.64559183 g/mol
Topological Polar Surface Area (TPSA) 453.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -4.57
H-Bond Acceptor 30
H-Bond Donor 16
Rotatable Bonds 15

Synonyms

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3beta-(alpha-L-Rhamnosyl-(1-2),beta-D-glucopyranosyl-(1-3)-beta-D-glucopyranosyl(beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2))-beta-D-glucopyranosyl)-25R-5alpha-spirostane
2-[4,5-Dihydroxy-6-[5-hydroxy-4-[5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl)oxyoxan-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
beta-D-Glucopyranoside, (3beta,5alpha,25R)-spirostan-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-3)-O-(O-beta-D-xylopyranosyl-(1-4)-6-deoxy-alpha-L-mannopyranocyl-(1-2))-
beta-D-Glucopyranoside, (3beta,5alpha,25R)-spirostan-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-3)-O-(O-beta-D-xylopyranosyl-(1-4)-6-deoxy-alpha-L-manopyranosyl-(1-2))-

2D Structure

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2D Structure of 3beta-(alpha-L-Rhamnosyl-(1-2),beta-D-glucopyranosyl-(1-3)-beta-D-glucopyranosyl(beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-2))-beta-D-glucopyranosyl)-25R-5alpha-spirostane

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5246 52.46%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9182 91.82%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8182 81.82%
P-glycoprotein inhibitior + 0.7405 74.05%
P-glycoprotein substrate - 0.5664 56.64%
CYP3A4 substrate + 0.7524 75.24%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.7031 70.31%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7554 75.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7869 78.69%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9070 90.70%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8548 85.48%
Androgen receptor binding + 0.6943 69.43%
Thyroid receptor binding + 0.5524 55.24%
Glucocorticoid receptor binding + 0.6452 64.52%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.7852 78.52%
Honey bee toxicity - 0.5271 52.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.7523 75.23%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.71% 97.09%
CHEMBL233 P35372 Mu opioid receptor 95.71% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.92% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 93.90% 98.10%
CHEMBL226 P30542 Adenosine A1 receptor 92.22% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.93% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.60% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.53% 95.50%
CHEMBL204 P00734 Thrombin 90.04% 96.01%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 89.66% 97.31%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.28% 97.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.10% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.22% 92.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.06% 92.94%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.48% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.29% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.70% 89.05%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.85% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 85.80% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.78% 89.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.62% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.08% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.54% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.47% 97.29%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.92% 96.21%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.69% 98.99%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.11% 95.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.88% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.52% 93.10%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.45% 95.83%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.00% 96.67%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.64% 80.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 3083320
LOTUS LTS0196872
wikiData Q105176468