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2-[2-[2-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-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 7df0f63d-39da-445d-bbfa-c53fb4d64ff6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[2-[2-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5C6C(CC(OC67CC5(C4(CCC3C2(C)C)C)CO7)C=C(C)C)(C)O)C)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(CO1)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@H]5[C@H]6[C@@](CC(O[C@@]67C[C@]5([C@@]4(CCC3C2(C)C)C)CO7)C=C(C)C)(C)O)C)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)OC1C(C(C(CO1)O)O)O)O)O)O
InChI InChI=1S/C52H84O21/c1-22(2)15-24-16-50(8,63)42-25-9-10-30-48(6)13-12-31(47(4,5)29(48)11-14-49(30,7)51(25)20-52(42,73-24)66-21-51)69-46-41(36(60)32(56)23(3)67-46)72-45-40(34(58)27(55)19-65-45)71-44-38(62)39(35(59)28(17-53)68-44)70-43-37(61)33(57)26(54)18-64-43/h15,23-46,53-63H,9-14,16-21H2,1-8H3/t23?,24?,25-,26?,27?,28?,29?,30-,31+,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42+,43?,44?,45?,46?,48+,49-,50+,51+,52+/m1/s1
InChI Key YSIYRWMWXXTVRI-SYQPTQDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O21
Molecular Weight 1045.20 g/mol
Exact Mass 1044.55050968 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.54
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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AKOS032962047
NSC-708928

2D Structure

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2D Structure of 2-[2-[2-[4,5-dihydroxy-2-[[(1S,2R,7S,10R,11R,14R,15S,16S,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-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 - 0.8835 88.35%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8241 82.41%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8071 80.71%
P-glycoprotein inhibitior + 0.7467 74.67%
P-glycoprotein substrate + 0.6154 61.54%
CYP3A4 substrate + 0.7535 75.35%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
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 + 0.7588 75.88%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8218 82.18%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9052 90.52%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.8141 81.41%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding + 0.5395 53.95%
Glucocorticoid receptor binding + 0.7316 73.16%
Aromatase binding + 0.6526 65.26%
PPAR gamma + 0.8082 80.82%
Honey bee toxicity - 0.5767 57.67%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9306 93.06%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 97.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.73% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.35% 96.61%
CHEMBL325 Q13547 Histone deacetylase 1 95.13% 95.92%
CHEMBL1937 Q92769 Histone deacetylase 2 95.04% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 94.42% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.01% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.57% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.51% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.24% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.06% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.43% 95.50%
CHEMBL3589 P55263 Adenosine kinase 89.09% 98.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.91% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.84% 97.36%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.49% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.37% 89.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.07% 97.47%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.77% 97.86%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 85.24% 98.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.02% 89.44%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.42% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.41% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.31% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 83.68% 99.17%
CHEMBL3524 P56524 Histone deacetylase 4 83.62% 92.97%
CHEMBL221 P23219 Cyclooxygenase-1 82.89% 90.17%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.88% 95.36%
CHEMBL4072 P07858 Cathepsin B 82.86% 93.67%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.70% 85.30%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.05% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.04% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.94% 97.14%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.80% 92.86%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.65% 95.58%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.02% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.64% 94.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.54% 91.03%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.30% 97.28%

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.
Hovenia dulcis
Ziziphus jujuba
Ziziphus jujuba var. spinosa

Cross-Links

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PubChem 11970116
LOTUS LTS0265178
wikiData Q105359731