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[(2S,3R,4S,5S)-6-[4,5-dihydroxy-2-(hydroxymethyl)-9-methyl-10-oxoanthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 b2cf6ebf-a193-4efa-a992-b00a1af3e8c5
Taxonomy Benzenoids > Anthracenes
IUPAC Name [(2S,3R,4S,5S)-6-[4,5-dihydroxy-2-(hydroxymethyl)-9-methyl-10-oxoanthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H30O11/c1-31(18-3-2-4-20(34)24(18)27(38)25-19(31)11-16(13-32)12-21(25)35)30-29(40)28(39)26(37)22(42-30)14-41-23(36)10-7-15-5-8-17(33)9-6-15/h2-12,22,26,28-30,32-35,37,39-40H,13-14H2,1H3/b10-7+/t22-,26-,28+,29-,30?,31?/m0/s1
InChI Key VZGSSLNWEFGKFM-XNYBVMJWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H30O11
Molecular Weight 578.60 g/mol
Exact Mass 578.17881177 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S)-6-[4,5-dihydroxy-2-(hydroxymethyl)-9-methyl-10-oxoanthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5958 59.58%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6354 63.54%
OATP2B1 inhibitior - 0.8423 84.23%
OATP1B1 inhibitior + 0.7549 75.49%
OATP1B3 inhibitior + 0.9707 97.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9052 90.52%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate - 0.5567 55.67%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.9154 91.54%
CYP2C9 inhibition - 0.8303 83.03%
CYP2C19 inhibition - 0.7697 76.97%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.8331 83.31%
CYP2C8 inhibition + 0.7357 73.57%
CYP inhibitory promiscuity - 0.7177 71.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6349 63.49%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7492 74.92%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8824 88.24%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4821 48.21%
Acute Oral Toxicity (c) III 0.5282 52.82%
Estrogen receptor binding + 0.7081 70.81%
Androgen receptor binding + 0.7079 70.79%
Thyroid receptor binding - 0.5307 53.07%
Glucocorticoid receptor binding + 0.6668 66.68%
Aromatase binding - 0.4935 49.35%
PPAR gamma + 0.6494 64.94%
Honey bee toxicity - 0.7880 78.80%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9448 94.48%

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 99.40% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.32% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 97.22% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.67% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.58% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.56% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 93.80% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.11% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.35% 96.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.05% 91.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.60% 97.09%
CHEMBL3194 P02766 Transthyretin 88.10% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.91% 99.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.99% 96.38%
CHEMBL1937 Q92769 Histone deacetylase 2 86.88% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.98% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.64% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL4208 P20618 Proteasome component C5 82.02% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.78% 93.99%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.12% 86.92%

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.
Aloe sinkatana

Cross-Links

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PubChem 162817002
LOTUS LTS0097557
wikiData Q105299764