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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[2-hydroxy-10-(hydroxymethyl)-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]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)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 803fd0b1-aaa8-44b6-9b70-fc97fb64df29
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[2-hydroxy-10-(hydroxymethyl)-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]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CC(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)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(C)(C1CCC2(C1CCC3C2(CCC4C3(CC(C(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)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/C53H90O23/c1-23(2)9-8-14-52(7,76-47-42(68)38(64)36(62)30(73-47)21-70-45-40(66)33(59)27(58)20-69-45)25-12-15-50(5)24(25)10-11-32-51(50,6)16-13-31-49(3,4)44(26(57)17-53(31,32)22-56)75-48-43(39(65)35(61)29(19-55)72-48)74-46-41(67)37(63)34(60)28(18-54)71-46/h9,24-48,54-68H,8,10-22H2,1-7H3/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?,53?/m1/s1
InChI Key RSUJKKQKHUMRGZ-OPGDDASESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O23
Molecular Weight 1095.30 g/mol
Exact Mass 1094.58728911 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.59
H-Bond Acceptor 23
H-Bond Donor 15
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-2-[[2-hydroxy-10-(hydroxymethyl)-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]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)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 - 0.9192 91.92%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8398 83.98%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8915 89.15%
P-glycoprotein inhibitior + 0.7507 75.07%
P-glycoprotein substrate + 0.5385 53.85%
CYP3A4 substrate + 0.7317 73.17%
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 + 0.7231 72.31%
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 - 0.9020 90.20%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8497 84.97%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5326 53.26%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7550 75.50%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7964 79.64%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding + 0.5372 53.72%
Glucocorticoid receptor binding + 0.7252 72.52%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.7920 79.20%
Honey bee toxicity - 0.5386 53.86%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
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 99.53% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.06% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.77% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.76% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.14% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.81% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.52% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.73% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 89.36% 91.49%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.26% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.62% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.23% 97.36%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.11% 95.83%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.89% 91.03%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.83% 83.57%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.68% 95.71%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.68% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.49% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.98% 93.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.21% 92.78%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.16% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.80% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.43% 98.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.47% 92.88%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.43% 97.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.04% 92.62%
CHEMBL5957 P21589 5'-nucleotidase 81.84% 97.78%
CHEMBL1937 Q92769 Histone deacetylase 2 81.53% 94.75%
CHEMBL259 P32245 Melanocortin receptor 4 81.48% 95.38%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.15% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.10% 96.77%
CHEMBL233 P35372 Mu opioid receptor 80.80% 97.93%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 80.18% 97.88%

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 11968545
NPASS NPC168336
LOTUS LTS0112084
wikiData Q105244879