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Scorzoneric 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 1cb961ca-00ef-40a7-9c44-68e6ecaa1ac4
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name 5-[(2S,3R,4S,5S,6R)-3-hexanoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-3-[4-(4-hydroxyphenyl)-2-oxobutyl]benzoic acid
SMILES (Canonical) CCCCCC(=O)OC1C(C(C(OC1OC2=CC(=C(C(=C2)C(=O)O)O)CC(=O)CCC3=CC=C(C=C3)O)CO)O)O
SMILES (Isomeric) CCCCCC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC(=C(C(=C2)C(=O)O)O)CC(=O)CCC3=CC=C(C=C3)O)CO)O)O
InChI InChI=1S/C29H36O12/c1-2-3-4-5-23(33)41-27-26(36)25(35)22(15-30)40-29(27)39-20-13-17(24(34)21(14-20)28(37)38)12-19(32)11-8-16-6-9-18(31)10-7-16/h6-7,9-10,13-14,22,25-27,29-31,34-36H,2-5,8,11-12,15H2,1H3,(H,37,38)/t22-,25-,26+,27-,29-/m1/s1
InChI Key HZXRJYJZHWLQDS-HPTKVVQYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O12
Molecular Weight 576.60 g/mol
Exact Mass 576.22067658 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 14

Synonyms

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Scorzonerate
5-((2S,3R,4S,5S,6R)-3-hexanoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2-hydroxy-3-(4-(4-hydroxyphenyl)-2-oxobutyl)benzoic acid
5-[(2S,3R,4S,5S,6R)-3-hexanoyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxy-3-[4-(4-hydroxyphenyl)-2-oxobutyl]benzoic acid
RefChem:181993
CHEMBL390166

2D Structure

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2D Structure of Scorzoneric acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.9064 90.64%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 0.8488 84.88%
OATP1B1 inhibitior + 0.7886 78.86%
OATP1B3 inhibitior + 0.8776 87.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7390 73.90%
P-glycoprotein inhibitior + 0.6485 64.85%
P-glycoprotein substrate + 0.5486 54.86%
CYP3A4 substrate + 0.6395 63.95%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.5923 59.23%
CYP2C9 inhibition - 0.6686 66.86%
CYP2C19 inhibition - 0.5969 59.69%
CYP2D6 inhibition - 0.9038 90.38%
CYP1A2 inhibition - 0.6555 65.55%
CYP2C8 inhibition + 0.8390 83.90%
CYP inhibitory promiscuity - 0.7984 79.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.7403 74.03%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9089 90.89%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5181 51.81%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7019 70.19%
skin sensitisation - 0.8569 85.69%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8349 83.49%
Acute Oral Toxicity (c) III 0.7383 73.83%
Estrogen receptor binding + 0.8400 84.00%
Androgen receptor binding + 0.6381 63.81%
Thyroid receptor binding - 0.6367 63.67%
Glucocorticoid receptor binding + 0.5449 54.49%
Aromatase binding + 0.5385 53.85%
PPAR gamma + 0.6466 64.66%
Honey bee toxicity - 0.7866 78.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6426 64.26%
Fish aquatic toxicity + 0.9851 98.51%

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
CHEMBL2581 P07339 Cathepsin D 98.99% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.48% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.25% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.08% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 91.82% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.79% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.30% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 90.01% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.79% 94.73%
CHEMBL5847 P52895 Aldo-keto reductase family 1 member C2 89.42% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.49% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.49% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.10% 97.36%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.86% 94.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.95% 94.62%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 85.47% 92.08%
CHEMBL3194 P02766 Transthyretin 85.32% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.68% 91.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.02% 96.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.02% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.63% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.36% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.24% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 80.78% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.54% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.30% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.26% 97.25%

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.
Takhtajaniantha pseudodivaricata

Cross-Links

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PubChem 16736246
NPASS NPC243796
LOTUS LTS0120025
wikiData Q105035941