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2-[(1S,7S,9R,16R,18R,19R)-1,5-dihydroxy-19-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.02,15.04,13.06,11]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic 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 02b41302-5e53-4bac-bb8e-f27e6b28366b
Taxonomy Benzenoids > Anthracenes > Anthraquinones
IUPAC Name 2-[(1S,7S,9R,16R,18R,19R)-1,5-dihydroxy-19-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.02,15.04,13.06,11]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H32O11/c1-10-16(29)4-5-20(37-10)39-18-9-17-23-24(28(18,35)12(3)38-17)27(34)22-15(25(23)32)7-13-6-14(8-19(30)31)36-11(2)21(13)26(22)33/h7,10-12,14,16-18,20,29,33,35H,4-6,8-9H2,1-3H3,(H,30,31)/t10-,11-,12+,14+,16-,17+,18+,20-,28-/m0/s1
InChI Key ZJPBUJSZARGKRN-SDBPEBJBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O11
Molecular Weight 544.50 g/mol
Exact Mass 544.19446183 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S,7S,9R,16R,18R,19R)-1,5-dihydroxy-19-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-7,18-dimethyl-3,14-dioxo-8,17-dioxapentacyclo[14.2.2.02,15.04,13.06,11]icosa-2(15),4(13),5,11-tetraen-9-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.7922 79.22%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior - 0.3764 37.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7202 72.02%
P-glycoprotein inhibitior - 0.4545 45.45%
P-glycoprotein substrate + 0.6750 67.50%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 0.8085 80.85%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.9036 90.36%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8385 83.85%
CYP2D6 inhibition - 0.9024 90.24%
CYP1A2 inhibition - 0.6425 64.25%
CYP2C8 inhibition + 0.5281 52.81%
CYP inhibitory promiscuity - 0.8570 85.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5773 57.73%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.6079 60.79%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis + 0.5476 54.76%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6541 65.41%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8260 82.60%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7764 77.64%
Acute Oral Toxicity (c) I 0.3948 39.48%
Estrogen receptor binding + 0.8224 82.24%
Androgen receptor binding + 0.7066 70.66%
Thyroid receptor binding - 0.6379 63.79%
Glucocorticoid receptor binding + 0.8082 80.82%
Aromatase binding + 0.6233 62.33%
PPAR gamma + 0.6297 62.97%
Honey bee toxicity - 0.8537 85.37%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9793 97.93%

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 98.88% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.97% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.52% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.68% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.24% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.78% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.62% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.24% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.91% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.09% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.40% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.82% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.45% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.44% 82.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.43% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.13% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.13% 91.19%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.84% 85.11%
CHEMBL226 P30542 Adenosine A1 receptor 82.65% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.49% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.66% 99.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.87% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 80.82% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.62% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.13% 91.07%

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.
There are no matching plants.

Cross-Links

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PubChem 118714007
LOTUS LTS0137620
wikiData Q105378040