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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-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 e163e920-bc50-4cb8-8caf-ba57674197a5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)CO)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)C
InChI InChI=1S/C52H88O22/c1-23(2)8-7-9-27(69-46-42(65)39(62)37(60)30(72-46)21-68-45-41(64)34(57)26(56)20-67-45)24-12-15-50(5)25(24)10-11-32-51(50,6)16-13-31-49(3,4)33(14-17-52(31,32)22-55)73-48-44(40(63)36(59)29(19-54)71-48)74-47-43(66)38(61)35(58)28(18-53)70-47/h8,24-48,53-66H,7,9-22H2,1-6H3/t24?,25?,26-,27?,28-,29-,30-,31?,32?,33?,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44-,45-,46-,47+,48+,50?,51?,52?/m1/s1
InChI Key YERVVNJJSVYXJR-ZYCWSLSFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C52H88O22
Molecular Weight 1065.20 g/mol
Exact Mass 1064.57672443 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -1.95
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[5-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhex-4-enyl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-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 + 0.6877 68.77%
Caco-2 - 0.9132 91.32%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8702 87.02%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate + 0.5123 51.23%
CYP3A4 substrate + 0.7376 73.76%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.6960 69.60%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8525 85.25%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6755 67.55%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7153 71.53%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7959 79.59%
Androgen receptor binding + 0.7565 75.65%
Thyroid receptor binding + 0.5134 51.34%
Glucocorticoid receptor binding + 0.7108 71.08%
Aromatase binding + 0.6477 64.77%
PPAR gamma + 0.7747 77.47%
Honey bee toxicity - 0.5672 56.72%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9172 91.72%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.27% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.05% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.50% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 93.32% 95.93%
CHEMBL233 P35372 Mu opioid receptor 90.97% 97.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.82% 92.86%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.66% 96.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.60% 95.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.22% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.10% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.18% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.66% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.63% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.51% 92.88%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.15% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 86.60% 95.92%
CHEMBL2581 P07339 Cathepsin D 85.40% 98.95%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.30% 97.47%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.25% 92.32%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.11% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.96% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.94% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.54% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.70% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.98% 91.24%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.73% 83.57%
CHEMBL259 P32245 Melanocortin receptor 4 82.65% 95.38%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.29% 82.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.57% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.37% 100.00%

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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 6325317
NPASS NPC181947
LOTUS LTS0004534
wikiData Q105347379