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3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9S,10R,12R,13R,14R,17R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

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 c630b825-b443-4266-8ac4-74e5d1621cc6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9S,10R,12R,13R,14R,17R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)COC(=O)CC(=O)O)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@@H]1CC[C@@]2([C@@H]1[C@@H](C[C@@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](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)COC(=O)CC(=O)O)O)O)O)C)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]([C@H](O8)CO)O)O)O)O)O)O)C
InChI InChI=1S/C57H94O26/c1-24(2)10-9-14-57(8,83-51-47(74)43(70)40(67)30(80-51)23-76-49-45(72)41(68)37(64)27(20-58)77-49)25-11-16-56(7)36(25)26(60)18-32-54(5)15-13-33(53(3,4)31(54)12-17-55(32,56)6)81-52-48(44(71)38(65)28(21-59)78-52)82-50-46(73)42(69)39(66)29(79-50)22-75-35(63)19-34(61)62/h10,25-33,36-52,58-60,64-74H,9,11-23H2,1-8H3,(H,61,62)/t25-,26-,27-,28-,29-,30-,31+,32+,33+,36+,37-,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,49-,50+,51+,52+,54+,55-,56-,57+/m1/s1
InChI Key NTYAVUNEPXGZQJ-IZPQQICOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H94O26
Molecular Weight 1195.30 g/mol
Exact Mass 1194.60333310 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.18
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9S,10R,12R,13R,14R,17R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7431 74.31%
Caco-2 - 0.8840 88.40%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8360 83.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7900 79.00%
OATP1B3 inhibitior + 0.8203 82.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9303 93.03%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate - 0.5861 58.61%
CYP3A4 substrate + 0.7401 74.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.8860 88.60%
CYP2C9 inhibition - 0.8463 84.63%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.9169 91.69%
CYP2C8 inhibition + 0.7342 73.42%
CYP inhibitory promiscuity - 0.9609 96.09%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6365 63.65%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.5364 53.64%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7765 77.65%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6568 65.68%
skin sensitisation - 0.9102 91.02%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6236 62.36%
Acute Oral Toxicity (c) III 0.5258 52.58%
Estrogen receptor binding + 0.7696 76.96%
Androgen receptor binding + 0.7535 75.35%
Thyroid receptor binding + 0.5948 59.48%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.6743 67.43%
PPAR gamma + 0.8214 82.14%
Honey bee toxicity - 0.5837 58.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9586 95.86%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3038455 P54646 AMPK alpha2/beta1/gamma1 16.8 nM
16.8 nM
 EC50
EC50
 via Super-PRED
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.21% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.63% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.50% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.56% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.18% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 90.52% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL5028 O14672 ADAM10 89.09% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.76% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.75% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.68% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.31% 94.33%
CHEMBL220 P22303 Acetylcholinesterase 87.30% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.63% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.69% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 85.17% 95.93%
CHEMBL340 P08684 Cytochrome P450 3A4 83.62% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.60% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.52% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.39% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.84% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 81.67% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.32% 97.14%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.94% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.68% 93.04%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.51% 85.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.48% 93.00%

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.
Panax ginseng

Cross-Links

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PubChem 163026296
LOTUS LTS0218717
wikiData Q105185744