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[(2R,3R,4S,5S,6R)-2-[[(3S,3aR,4S,9aS,9bR)-4-hydroxy-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate

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 f1828922-e2f5-4369-8e69-25bc8d1150dc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2R,3R,4S,5S,6R)-2-[[(3S,3aR,4S,9aS,9bR)-4-hydroxy-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)COC4C(C(C(C(O4)CO)O)O)OC(=O)CC5=CC=C(C=C5)O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)OC(=O)CC5=CC=C(C=C5)O)C)O
InChI InChI=1S/C29H34O12/c1-12-7-17(32)22-13(2)28(37)41-26(22)23-15(9-18(33)21(12)23)11-38-29-27(25(36)24(35)19(10-30)39-29)40-20(34)8-14-3-5-16(31)6-4-14/h3-6,9,13,17,19,22-27,29-32,35-36H,7-8,10-11H2,1-2H3/t13-,17-,19+,22+,23-,24+,25-,26-,27+,29+/m0/s1
InChI Key NNQDZZXVQPONKJ-YBFITZFISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O12
Molecular Weight 574.60 g/mol
Exact Mass 574.20502652 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.31
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-2-[[(3S,3aR,4S,9aS,9bR)-4-hydroxy-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7854 78.54%
Caco-2 - 0.8714 87.14%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6644 66.44%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.7960 79.60%
OATP1B3 inhibitior + 0.9349 93.49%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8023 80.23%
P-glycoprotein inhibitior + 0.6016 60.16%
P-glycoprotein substrate + 0.5427 54.27%
CYP3A4 substrate + 0.6795 67.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8899 88.99%
CYP3A4 inhibition - 0.7295 72.95%
CYP2C9 inhibition - 0.7874 78.74%
CYP2C19 inhibition - 0.7894 78.94%
CYP2D6 inhibition - 0.8892 88.92%
CYP1A2 inhibition - 0.8128 81.28%
CYP2C8 inhibition + 0.6007 60.07%
CYP inhibitory promiscuity - 0.7597 75.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5356 53.56%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9359 93.59%
Skin irritation - 0.7442 74.42%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4152 41.52%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5067 50.67%
skin sensitisation - 0.8274 82.74%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6183 61.83%
Acute Oral Toxicity (c) III 0.5180 51.80%
Estrogen receptor binding + 0.7324 73.24%
Androgen receptor binding + 0.7041 70.41%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6549 65.49%
Aromatase binding + 0.5675 56.75%
PPAR gamma + 0.6469 64.69%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.9477 94.77%

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 96.76% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.66% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.55% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.79% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.69% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.49% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.21% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 86.08% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 85.35% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.75% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.32% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.17% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.91% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.30% 95.89%

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.
Crepidiastrum keiskeanum

Cross-Links

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PubChem 162969151
LOTUS LTS0255836
wikiData Q105182255