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2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-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 a586da31-ecf8-4ce0-9d7c-85d71b4143dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
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)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
InChI InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3
InChI Key JDCPEKQWFDWQLI-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C53H90O22
Molecular Weight 1079.30 g/mol
Exact Mass 1078.59237449 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -1.56
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

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2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
CHEBI:91809
20-((6-O-alpha-L-Arabinofuranosyl-beta-D-glucopyranosyl)oxy)-12beta-hydroxydammar-24-en-3beta-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
20-[(6-O-alpha-L-arabinofuranosyl-beta-D-glucopyranosyl)oxy]-12beta-hydroxydammar-24-en-3beta-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
NSC310104
AKOS026750610
SMP2_000126
LS-15508
LS-71253
FT-0626702
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-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 + 0.7395 73.95%
Caco-2 - 0.9322 93.22%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8060 80.60%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8794 87.94%
P-glycoprotein inhibitior + 0.7535 75.35%
P-glycoprotein substrate - 0.7449 74.49%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6809 68.09%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8705 87.05%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.7446 74.46%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6089 60.89%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.7501 75.01%
Thyroid receptor binding + 0.5578 55.78%
Glucocorticoid receptor binding + 0.7461 74.61%
Aromatase binding + 0.6541 65.41%
PPAR gamma + 0.7930 79.30%
Honey bee toxicity - 0.5470 54.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9306 93.06%

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
 EC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.69% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.95% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.37% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.47% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.17% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.04% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.03% 95.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.98% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.98% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.01% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.03% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.42% 97.79%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.23% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.22% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.10% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.16% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.12% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.80% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.06% 94.75%
CHEMBL2581 P07339 Cathepsin D 82.00% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.79% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.42% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.38% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 81.30% 95.38%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.04% 95.83%
CHEMBL5028 O14672 ADAM10 80.79% 97.50%
CHEMBL1977 P11473 Vitamin D receptor 80.64% 99.43%
CHEMBL5255 O00206 Toll-like receptor 4 80.47% 92.50%

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
Panax japonicus
Panax notoginseng
Panax quinquefolius
Panax vietnamensis

Cross-Links

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PubChem 100018
NPASS NPC298589
LOTUS LTS0087970
wikiData Q105125365