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[6-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)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]methyl (E)-but-2-enoate

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 027d2576-2508-4dd1-8d07-c37a109874fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [6-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)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]methyl (E)-but-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H86O19/c1-10-12-34(56)65-24-30-38(59)40(61)42(63)45(68-30)70-44-41(62)37(58)29(23-54)67-47(44)69-33-16-18-49(6)31(48(33,4)5)15-20-50(7)32(49)21-27(55)35-26(14-19-51(35,50)8)52(9,17-11-13-25(2)3)71-46-43(64)39(60)36(57)28(22-53)66-46/h10,12-13,26-33,35-47,53-55,57-64H,11,14-24H2,1-9H3/b12-10+
InChI Key BTRPYCUFCMLYGV-ZRDIBKRKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C52H86O19
Molecular Weight 1015.20 g/mol
Exact Mass 1014.57633051 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)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]methyl (E)-but-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7719 77.19%
Caco-2 - 0.8864 88.64%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8134 81.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7737 77.37%
OATP1B3 inhibitior - 0.2428 24.28%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9456 94.56%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate - 0.6485 64.85%
CYP3A4 substrate + 0.7425 74.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.9469 94.69%
CYP2C9 inhibition - 0.8637 86.37%
CYP2C19 inhibition - 0.9118 91.18%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.9069 90.69%
CYP2C8 inhibition + 0.7214 72.14%
CYP inhibitory promiscuity - 0.9514 95.14%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6516 65.16%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.5512 55.12%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8184 81.84%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5818 58.18%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6915 69.15%
Acute Oral Toxicity (c) I 0.4409 44.09%
Estrogen receptor binding + 0.7963 79.63%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.5428 54.28%
Glucocorticoid receptor binding + 0.7872 78.72%
Aromatase binding + 0.5867 58.67%
PPAR gamma + 0.8190 81.90%
Honey bee toxicity - 0.5547 55.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9413 94.13%

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 98.01% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.10% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.41% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.15% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.65% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 88.93% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.52% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.46% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.84% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.48% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.46% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.17% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 86.46% 95.93%
CHEMBL5028 O14672 ADAM10 85.65% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.59% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.43% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.10% 92.94%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.65% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.53% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.42% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.76% 96.90%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.24% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.87% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.71% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.57% 99.17%

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 quinquefolius

Cross-Links

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PubChem 131751320
LOTUS LTS0128791
wikiData Q104945814