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3-Oxo-3-[[3,4,5-trihydroxy-6-(5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(20),2,4(8),9,13(18),14,16-heptaen-16-yloxy)oxan-2-yl]methoxy]propanoic 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 c9cd0d81-75cb-4ef9-a39b-c3124161bad9
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids
IUPAC Name 3-oxo-3-[[3,4,5-trihydroxy-6-(5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(20),2,4(8),9,13(18),14,16-heptaen-16-yloxy)oxan-2-yl]methoxy]propanoic acid
SMILES (Canonical) C1OC2=C(O1)C=C3C(=C2)C4=COC5=C(C4O3)C=CC(=C5)OC6C(C(C(C(O6)COC(=O)CC(=O)O)O)O)O
SMILES (Isomeric) C1OC2=C(O1)C=C3C(=C2)C4=COC5=C(C4O3)C=CC(=C5)OC6C(C(C(C(O6)COC(=O)CC(=O)O)O)O)O
InChI InChI=1S/C25H22O13/c26-19(27)6-20(28)33-8-18-21(29)22(30)23(31)25(38-18)36-10-1-2-11-14(3-10)32-7-13-12-4-16-17(35-9-34-16)5-15(12)37-24(11)13/h1-5,7,18,21-25,29-31H,6,8-9H2,(H,26,27)
InChI Key LCMZSNMRKCDXRR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H22O13
Molecular Weight 530.40 g/mol
Exact Mass 530.10604075 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-Oxo-3-[[3,4,5-trihydroxy-6-(5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(20),2,4(8),9,13(18),14,16-heptaen-16-yloxy)oxan-2-yl]methoxy]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7901 79.01%
Caco-2 - 0.9049 90.49%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6602 66.02%
OATP2B1 inhibitior - 0.8468 84.68%
OATP1B1 inhibitior + 0.8702 87.02%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7983 79.83%
P-glycoprotein inhibitior - 0.4617 46.17%
P-glycoprotein substrate - 0.7159 71.59%
CYP3A4 substrate + 0.6467 64.67%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8471 84.71%
CYP3A4 inhibition + 0.5575 55.75%
CYP2C9 inhibition - 0.7639 76.39%
CYP2C19 inhibition - 0.6295 62.95%
CYP2D6 inhibition - 0.7486 74.86%
CYP1A2 inhibition - 0.7733 77.33%
CYP2C8 inhibition + 0.6553 65.53%
CYP inhibitory promiscuity - 0.6909 69.09%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5398 53.98%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.7742 77.42%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.7059 70.59%
Hepatotoxicity - 0.7339 73.39%
skin sensitisation - 0.7887 78.87%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8333 83.33%
Acute Oral Toxicity (c) III 0.5111 51.11%
Estrogen receptor binding + 0.7587 75.87%
Androgen receptor binding + 0.5798 57.98%
Thyroid receptor binding - 0.5190 51.90%
Glucocorticoid receptor binding + 0.5622 56.22%
Aromatase binding + 0.5494 54.94%
PPAR gamma + 0.6867 68.67%
Honey bee toxicity - 0.8125 81.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9840 98.40%

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 97.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.61% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.28% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.01% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.96% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.65% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 89.30% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.25% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.46% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.67% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 87.35% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.09% 96.61%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.21% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.75% 92.62%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.97% 85.31%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.13% 94.00%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 81.52% 81.29%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.85% 99.15%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.58% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.20% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 80.05% 90.17%

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.
Maackia amurensis

Cross-Links

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PubChem 163072437
LOTUS LTS0165953
wikiData Q105149910