Jacaglabroside A

Details

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Internal ID 16d139a3-2475-42e7-9686-4f536a351d6c
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]-3-(2-phenylacetyl)oxyoxan-4-yl] 2-phenylacetate
SMILES (Canonical) C1=CC=C(C=C1)CC(=O)OC2C(C(OC(C2OC(=O)CC3=CC=CC=C3)OC(=O)CC4(C=CC(=O)C=C4)O)COC(=O)CC5(C=CC(=O)C=C5)O)O
SMILES (Isomeric) C1=CC=C(C=C1)CC(=O)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2OC(=O)CC3=CC=CC=C3)OC(=O)CC4(C=CC(=O)C=C4)O)COC(=O)CC5(C=CC(=O)C=C5)O)O
InChI InChI=1S/C38H36O14/c39-26-11-15-37(46,16-12-26)21-31(43)48-23-28-33(45)34(50-29(41)19-24-7-3-1-4-8-24)35(51-30(42)20-25-9-5-2-6-10-25)36(49-28)52-32(44)22-38(47)17-13-27(40)14-18-38/h1-18,28,33-36,45-47H,19-23H2/t28-,33-,34+,35-,36+/m1/s1
InChI Key SPQIICSVRHBKJU-SGJBUNNMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H36O14
Molecular Weight 716.70 g/mol
Exact Mass 716.21050582 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 13

Synonyms

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CHEMBL1094579

2D Structure

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2D Structure of Jacaglabroside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8380 83.80%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8442 84.42%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.8923 89.23%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8998 89.98%
P-glycoprotein inhibitior + 0.7914 79.14%
P-glycoprotein substrate - 0.8153 81.53%
CYP3A4 substrate + 0.6272 62.72%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.8928 89.28%
CYP2C19 inhibition - 0.8656 86.56%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9484 94.84%
CYP2C8 inhibition + 0.5419 54.19%
CYP inhibitory promiscuity - 0.9036 90.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8928 89.28%
Carcinogenicity (trinary) Non-required 0.6309 63.09%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.8344 83.44%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5832 58.32%
Micronuclear + 0.5592 55.92%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8060 80.60%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7712 77.12%
Acute Oral Toxicity (c) III 0.6834 68.34%
Estrogen receptor binding + 0.8083 80.83%
Androgen receptor binding + 0.5558 55.58%
Thyroid receptor binding + 0.5168 51.68%
Glucocorticoid receptor binding + 0.6907 69.07%
Aromatase binding + 0.5289 52.89%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.8301 83.01%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9500 95.00%

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 96.06% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.14% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 92.22% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.45% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.45% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 89.80% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.40% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.08% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.64% 94.23%
CHEMBL3401 O75469 Pregnane X receptor 86.27% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.09% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.57% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.93% 83.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.33% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.54% 89.00%

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 46211770
LOTUS LTS0176327
wikiData Q105257533