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[6-(2,3,4a,8,12b-Pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl)-2-methyloxan-3-yl] 7-(2-acetyl-2,5-dimethyl-1,3-dioxolan-4-yl)hepta-2,4,6-trienoate

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 b260441f-9617-4c5c-a44b-9946a783461a
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name [6-(2,3,4a,8,12b-pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl)-2-methyloxan-3-yl] 7-(2-acetyl-2,5-dimethyl-1,3-dioxolan-4-yl)hepta-2,4,6-trienoate
SMILES (Canonical) CC1C(CCC(O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC5(C4(C(=O)C(C(C5)(C)O)O)O)O)O)OC(=O)C=CC=CC=CC6C(OC(O6)(C)C(=O)C)C
SMILES (Isomeric) CC1C(CCC(O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=CC5(C4(C(=O)C(C(C5)(C)O)O)O)O)O)OC(=O)C=CC=CC=CC6C(OC(O6)(C)C(=O)C)C
InChI InChI=1S/C39H42O14/c1-19-25(51-28(41)11-9-7-6-8-10-26-20(2)52-37(5,53-26)21(3)40)14-15-27(50-19)22-12-13-23-29(31(22)42)32(43)24-16-17-38(48)18-36(4,47)34(45)35(46)39(38,49)30(24)33(23)44/h6-13,16-17,19-20,25-27,34,42,45,47-49H,14-15,18H2,1-5H3
InChI Key NTFLICHOHDNVDL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H42O14
Molecular Weight 734.70 g/mol
Exact Mass 734.25745601 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 14
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 [6-(2,3,4a,8,12b-Pentahydroxy-3-methyl-1,7,12-trioxo-2,4-dihydrobenzo[a]anthracen-9-yl)-2-methyloxan-3-yl] 7-(2-acetyl-2,5-dimethyl-1,3-dioxolan-4-yl)hepta-2,4,6-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9573 95.73%
Caco-2 - 0.8577 85.77%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7313 73.13%
OATP2B1 inhibitior + 0.7107 71.07%
OATP1B1 inhibitior + 0.8217 82.17%
OATP1B3 inhibitior + 0.8499 84.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9551 95.51%
P-glycoprotein inhibitior + 0.7723 77.23%
P-glycoprotein substrate + 0.7571 75.71%
CYP3A4 substrate + 0.7506 75.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.7286 72.86%
CYP2C9 inhibition - 0.7382 73.82%
CYP2C19 inhibition - 0.8518 85.18%
CYP2D6 inhibition - 0.8966 89.66%
CYP1A2 inhibition - 0.7690 76.90%
CYP2C8 inhibition + 0.7949 79.49%
CYP inhibitory promiscuity - 0.8029 80.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4739 47.39%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9099 90.99%
Skin irritation - 0.6253 62.53%
Skin corrosion - 0.8964 89.64%
Ames mutagenesis + 0.5830 58.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7320 73.20%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8405 84.05%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7301 73.01%
Acute Oral Toxicity (c) I 0.4736 47.36%
Estrogen receptor binding + 0.8272 82.72%
Androgen receptor binding + 0.7611 76.11%
Thyroid receptor binding + 0.6434 64.34%
Glucocorticoid receptor binding + 0.7423 74.23%
Aromatase binding + 0.6394 63.94%
PPAR gamma + 0.7107 71.07%
Honey bee toxicity - 0.7042 70.42%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9870 98.70%

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 99.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.37% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 97.18% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.80% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.45% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.30% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.84% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.81% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.01% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 89.74% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.07% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.89% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.22% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.92% 96.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.18% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 85.73% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.26% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.00% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.07% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.35% 91.19%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.14% 92.88%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.63% 94.08%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 82.40% 88.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.09% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.75% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 80.01% 97.79%

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 163061580
LOTUS LTS0227105
wikiData Q104179995