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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 77d4e433-1ecb-41e0-a221-99709bac89fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC(C(=C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C7(C3C(C(CC7)O)(C)C)C)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CC[C@@H](C(=C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)[C@@]7([C@@H]3C([C@H](CC7)O)(C)C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C48H82O19/c1-20(2)23(51)11-15-48(9,67-42-38(61)35(58)32(55)26(18-49)64-42)22-10-14-46(7)30(22)24(52)16-28-45(6)13-12-29(53)44(4,5)40(45)25(17-47(28,46)8)63-43-39(36(59)33(56)27(19-50)65-43)66-41-37(60)34(57)31(54)21(3)62-41/h21-43,49-61H,1,10-19H2,2-9H3/t21-,22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1
InChI Key JMTMHQXRCHYNKZ-XKZITUTMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O19
Molecular Weight 963.20 g/mol
Exact Mass 962.54503038 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -1.06
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 + 0.6672 66.72%
Caco-2 - 0.8848 88.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6775 67.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8477 84.77%
OATP1B3 inhibitior + 0.8181 81.81%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6424 64.24%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate + 0.5976 59.76%
CYP3A4 substrate + 0.7393 73.93%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8423 84.23%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9370 93.70%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6479 64.79%
CYP inhibitory promiscuity - 0.9433 94.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6676 66.76%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.7769 77.69%
Human Ether-a-go-go-Related Gene inhibition + 0.7819 78.19%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5254 52.54%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8320 83.20%
Acute Oral Toxicity (c) I 0.5121 51.21%
Estrogen receptor binding + 0.7494 74.94%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding - 0.5400 54.00%
Glucocorticoid receptor binding + 0.6461 64.61%
Aromatase binding + 0.6560 65.60%
PPAR gamma + 0.7491 74.91%
Honey bee toxicity - 0.5629 56.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9570 95.70%

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 99.03% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.17% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.60% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.89% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.37% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.99% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.67% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.67% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.32% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.25% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.24% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.90% 97.86%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.87% 95.58%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.11% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.06% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.82% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.25% 100.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 86.17% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 85.91% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.69% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 85.22% 98.10%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 84.50% 92.86%
CHEMBL206 P03372 Estrogen receptor alpha 84.30% 97.64%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.16% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.94% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 83.64% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.38% 94.45%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.82% 92.78%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.73% 96.21%
CHEMBL2996 Q05655 Protein kinase C delta 82.61% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.51% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.34% 93.04%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.21% 90.24%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.89% 98.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.24% 96.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.54% 96.90%
CHEMBL1914 P06276 Butyrylcholinesterase 80.45% 95.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.29% 95.83%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.17% 93.56%

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 101423540
LOTUS LTS0061554
wikiData Q104400657