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(1R,4S,7S,9S,10S,13R,15R)-7-[(2R,3R,4R,5R,6R)-4-carboxy-4-hydroxy-5-[(2S,3S)-3-hydroxy-3-(hydroxymethyl)-4,5-dioxooxolan-2-yl]oxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid

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 07f2e952-d94f-4c7a-a877-3f36a126a94e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1R,4S,7S,9S,10S,13R,15R)-7-[(2R,3R,4R,5R,6R)-4-carboxy-4-hydroxy-5-[(2S,3S)-3-hydroxy-3-(hydroxymethyl)-4,5-dioxooxolan-2-yl]oxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H50O19/c1-15(2)9-22(40)54-26-28(53-19(13-38)25(37(26,51)31(48)49)55-32-36(50,14-39)24(42)27(43)56-32)52-18-11-33(4)20-6-5-17-10-34(20,23(41)16(17)3)8-7-21(33)35(12-18,29(44)45)30(46)47/h15,17-21,23,25-26,28,32,38-39,41,50-51H,3,5-14H2,1-2,4H3,(H,44,45)(H,46,47)(H,48,49)/t17-,18+,19-,20+,21+,23-,25-,26+,28-,32+,33+,34-,36-,37-/m1/s1
InChI Key UXVZRKZBLOAJFI-ORLDSBEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O19
Molecular Weight 798.80 g/mol
Exact Mass 798.29462936 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.88
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,7S,9S,10S,13R,15R)-7-[(2R,3R,4R,5R,6R)-4-carboxy-4-hydroxy-5-[(2S,3S)-3-hydroxy-3-(hydroxymethyl)-4,5-dioxooxolan-2-yl]oxy-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)oxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7711 77.11%
Caco-2 - 0.8651 86.51%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7858 78.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8636 86.36%
OATP1B3 inhibitior + 0.8962 89.62%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.7339 73.39%
P-glycoprotein substrate + 0.6202 62.02%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8791 87.91%
CYP3A4 inhibition - 0.7853 78.53%
CYP2C9 inhibition - 0.7412 74.12%
CYP2C19 inhibition - 0.8640 86.40%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.8865 88.65%
CYP2C8 inhibition + 0.6466 64.66%
CYP inhibitory promiscuity - 0.9507 95.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.5266 52.66%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7778 77.78%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.8864 88.64%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7468 74.68%
Acute Oral Toxicity (c) III 0.5005 50.05%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.7478 74.78%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7258 72.58%
Aromatase binding + 0.6308 63.08%
PPAR gamma + 0.7197 71.97%
Honey bee toxicity - 0.7252 72.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 0.9841 98.41%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.66% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.54% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.85% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.43% 96.38%
CHEMBL2581 P07339 Cathepsin D 92.42% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.62% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.48% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 90.12% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.90% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.63% 85.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.85% 90.08%
CHEMBL5028 O14672 ADAM10 84.62% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.38% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 83.62% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.62% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.87% 90.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.55% 82.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.99% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.29% 95.71%

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.
Cestrum parqui

Cross-Links

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PubChem 101619594
LOTUS LTS0273754
wikiData Q105281092