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(2R,3R,4S,5S,6R)-2-[4-[(18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 1af7d2ad-f7aa-4ffd-8407-a6a99cee05ea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[4-[(18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC(C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)O)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC([C@@H]5C4(CCC(C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)O)C)OC1(CCC(C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
InChI InChI=1S/C57H96O30/c1-20(19-77-50-43(72)39(68)35(64)29(14-58)79-50)5-10-57(76)21(2)34-28(87-57)13-25-23-12-27(63)26-11-22(6-8-55(26,3)24(23)7-9-56(25,34)4)78-51-46(75)42(71)47(33(18-62)83-51)84-54-49(86-53-45(74)41(70)37(66)31(16-60)81-53)48(38(67)32(17-61)82-54)85-52-44(73)40(69)36(65)30(15-59)80-52/h20-54,58-76H,5-19H2,1-4H3/t20?,21?,22?,23?,24?,25?,26-,27?,28?,29-,30-,31-,32-,33-,34?,35-,36-,37-,38-,39+,40+,41+,42-,43-,44-,45-,46-,47+,48+,49-,50-,51-,52+,53+,54+,55?,56?,57?/m1/s1
InChI Key WYWLHHWQKOHXHW-DMSSCXFISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H96O30
Molecular Weight 1261.40 g/mol
Exact Mass 1260.59864164 g/mol
Topological Polar Surface Area (TPSA) 486.00 Ų
XlogP -4.40
Atomic LogP (AlogP) -7.16
H-Bond Acceptor 30
H-Bond Donor 19
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[4-[(18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,19-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 - 0.8757 87.57%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7475 74.75%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.5696 56.96%
CYP3A4 substrate + 0.7469 74.69%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
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 + 0.6383 63.83%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7956 79.56%
Human Ether-a-go-go-Related Gene inhibition + 0.8093 80.93%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8627 86.27%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8840 88.40%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8512 85.12%
Androgen receptor binding + 0.6719 67.19%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding + 0.6346 63.46%
Aromatase binding + 0.6477 64.77%
PPAR gamma + 0.7798 77.98%
Honey bee toxicity - 0.5937 59.37%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
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 97.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.64% 92.86%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.31% 96.61%
CHEMBL206 P03372 Estrogen receptor alpha 94.12% 97.64%
CHEMBL226 P30542 Adenosine A1 receptor 93.84% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.76% 96.21%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.00% 97.29%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.37% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.27% 95.58%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.59% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.82% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 88.82% 92.98%
CHEMBL237 P41145 Kappa opioid receptor 88.78% 98.10%
CHEMBL242 Q92731 Estrogen receptor beta 88.69% 98.35%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.05% 89.05%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.48% 95.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.88% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 86.32% 97.31%
CHEMBL2996 Q05655 Protein kinase C delta 85.80% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.66% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.92% 89.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.53% 98.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.31% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.20% 93.56%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.31% 97.86%
CHEMBL5255 O00206 Toll-like receptor 4 83.09% 92.50%
CHEMBL4581 P52732 Kinesin-like protein 1 83.01% 93.18%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.62% 92.32%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.54% 96.47%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.32% 92.78%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.27% 98.46%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.22% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.77% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.43% 91.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.64% 91.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.57% 96.90%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.10% 96.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Dioscorea tokoro
Tribulus terrestris

Cross-Links

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PubChem 24893581
NPASS NPC269056