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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[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 ef0ae3bd-11e2-440f-bc1c-5271d1115a29
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-[[12-hydroxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(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)C)O)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/c1-22(2)9-8-14-52(7,74-47-43(66)39(62)37(60)31(71-47)21-68-45-41(64)34(57)28(56)20-67-45)25-13-16-51(6)33(25)27(55)17-26-23-10-11-32(49(3,4)24(23)12-15-50(26,51)5)72-48-44(40(63)36(59)30(19-54)70-48)73-46-42(65)38(61)35(58)29(18-53)69-46/h9,23-48,53-66H,8,10-21H2,1-7H3/t23?,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+,50?,51?,52?/m1/s1
InChI Key GVHPHDQYOKDEFV-PHPAJKIUSA-N
Popularity 0 references 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 -0.10
Atomic LogP (AlogP) -1.95
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 15

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-[[12-hydroxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[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 - 0.9209 92.09%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8802 88.02%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate + 0.5083 50.83%
CYP3A4 substrate + 0.7385 73.85%
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 + 0.7290 72.90%
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 - 0.9029 90.29%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8578 85.78%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5407 54.07%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8216 82.16%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.8141 81.41%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.5308 53.08%
Glucocorticoid receptor binding + 0.7272 72.72%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.7919 79.19%
Honey bee toxicity - 0.5347 53.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.32% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.89% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 95.83% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.81% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.56% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 91.40% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.35% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.41% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.69% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.08% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.66% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 87.65% 94.75%
CHEMBL259 P32245 Melanocortin receptor 4 87.60% 95.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.51% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.36% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.62% 92.88%
CHEMBL2581 P07339 Cathepsin D 84.82% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.04% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.01% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.58% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.50% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.45% 95.83%
CHEMBL5028 O14672 ADAM10 82.22% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.02% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.53% 95.71%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.12% 97.53%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.83% 89.62%
CHEMBL4581 P52732 Kinesin-like protein 1 80.79% 93.18%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.69% 95.58%

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 11968536
NPASS NPC33595
LOTUS LTS0003659
wikiData Q105107426