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(1R,4S,5R,8R,10S,13S,14R,15S,19S,20S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one

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 2508586b-7a87-4cee-92a9-d12a564ee479
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1R,4S,5R,8R,10S,13S,14R,15S,19S,20S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O14/c1-19-25(45)27(47)29(49)33(52-19)55-30-28(48)26(46)22(18-43)53-34(30)54-24-10-11-37(4)23(36(24,2)3)9-12-39(6)32(37)21(44)17-20-31-41(8,51)40(7)14-16-42(31,35(50)56-40)15-13-38(20,39)5/h19,21-30,32-34,43-49,51H,9-18H2,1-8H3/t19-,21-,22+,23-,24-,25-,26+,27+,28-,29+,30+,32+,33-,34-,37-,38+,39+,40-,41-,42+/m0/s1
InChI Key WEHKLBYNJBDDLD-YQVQLNHESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5R,8R,10S,13S,14R,15S,19S,20S)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-15,19-dihydroxy-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.01,18.04,17.05,14.08,13]tetracos-17-en-22-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8519 85.19%
Caco-2 - 0.8826 88.26%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8632 86.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7837 78.37%
OATP1B3 inhibitior - 0.5253 52.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.5210 52.10%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate - 0.5855 58.55%
CYP3A4 substrate + 0.7372 73.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8647 86.47%
CYP3A4 inhibition - 0.8812 88.12%
CYP2C9 inhibition - 0.8589 85.89%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9415 94.15%
CYP1A2 inhibition - 0.8706 87.06%
CYP2C8 inhibition + 0.6452 64.52%
CYP inhibitory promiscuity - 0.9515 95.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6405 64.05%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.5441 54.41%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4265 42.65%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8946 89.46%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.6559 65.59%
Acute Oral Toxicity (c) III 0.7787 77.87%
Estrogen receptor binding + 0.7647 76.47%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding - 0.6322 63.22%
Glucocorticoid receptor binding + 0.6770 67.70%
Aromatase binding + 0.6846 68.46%
PPAR gamma + 0.7650 76.50%
Honey bee toxicity - 0.6437 64.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9532 95.32%

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 98.99% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.30% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.67% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.17% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 90.08% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.15% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 88.61% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.35% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.03% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.85% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.72% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.84% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.37% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.73% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.36% 92.94%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.33% 89.05%
CHEMBL5255 O00206 Toll-like receptor 4 84.03% 92.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.00% 90.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.79% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.18% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.38% 95.83%

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.
Ilex kaushue

Cross-Links

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PubChem 21593978
LOTUS LTS0119802
wikiData Q105302993