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[(2S,3R,4S,5R,6R)-5-hydroxy-2-[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy-6-[[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxymethyl]-4-[2-(3-hydroxyphenyl)acetyl]oxyoxan-3-yl] 2-phenylacetate

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 6c975cb4-0081-4229-87c3-803a71816349
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2S,3R,4S,5R,6R)-5-hydroxy-2-[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy-6-[[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxymethyl]-4-[2-(3-hydroxyphenyl)acetyl]oxyoxan-3-yl] 2-phenylacetate
SMILES (Canonical) C1=CC=C(C=C1)CC(=O)OC2C(C(C(OC2OC(=O)CC3(C=CC(=O)C=C3)O)COC(=O)CC4(C=CC(=O)C=C4)O)O)OC(=O)CC5=CC(=CC=C5)O
SMILES (Isomeric) C1=CC=C(C=C1)CC(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC(=O)CC3(C=CC(=O)C=C3)O)COC(=O)CC4(C=CC(=O)C=C4)O)O)OC(=O)CC5=CC(=CC=C5)O
InChI InChI=1S/C38H36O15/c39-25-9-13-37(47,14-10-25)20-31(44)49-22-28-33(46)34(51-30(43)19-24-7-4-8-27(41)17-24)35(52-29(42)18-23-5-2-1-3-6-23)36(50-28)53-32(45)21-38(48)15-11-26(40)12-16-38/h1-17,28,33-36,41,46-48H,18-22H2/t28-,33-,34+,35-,36+/m1/s1
InChI Key FGZUAXMCFGNKKU-SGJBUNNMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H36O15
Molecular Weight 732.70 g/mol
Exact Mass 732.20542044 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-5-hydroxy-2-[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxy-6-[[2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetyl]oxymethyl]-4-[2-(3-hydroxyphenyl)acetyl]oxyoxan-3-yl] 2-phenylacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7857 78.57%
Caco-2 - 0.8690 86.90%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8089 80.89%
OATP2B1 inhibitior - 0.7122 71.22%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior + 0.9175 91.75%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8844 88.44%
P-glycoprotein inhibitior + 0.7904 79.04%
P-glycoprotein substrate - 0.6372 63.72%
CYP3A4 substrate + 0.6659 66.59%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.8912 89.12%
CYP2C9 inhibition - 0.8216 82.16%
CYP2C19 inhibition - 0.8053 80.53%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.9344 93.44%
CYP2C8 inhibition + 0.7366 73.66%
CYP inhibitory promiscuity - 0.8551 85.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.5695 56.95%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.8246 82.46%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6036 60.36%
Micronuclear + 0.5792 57.92%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8125 81.25%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8224 82.24%
Acute Oral Toxicity (c) III 0.6797 67.97%
Estrogen receptor binding + 0.8069 80.69%
Androgen receptor binding + 0.6135 61.35%
Thyroid receptor binding - 0.4919 49.19%
Glucocorticoid receptor binding + 0.6763 67.63%
Aromatase binding + 0.5290 52.90%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.7908 79.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9691 96.91%

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 98.22% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.93% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 93.47% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.04% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.05% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 91.95% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.89% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 90.72% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.66% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.58% 89.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.37% 92.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.41% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 84.92% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.74% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.93% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.64% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.64% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.13% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.97% 94.45%

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.
Jacaranda glabra

Cross-Links

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PubChem 162909049
LOTUS LTS0272083
wikiData Q104995145