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methyl (6S,7R,8S,10S,14S,16R,22R,23R,25S)-7,14,23-trihydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-3-phenylprop-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

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 d9606b50-6ec9-4c3f-826b-8bec87001f43
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (6S,7R,8S,10S,14S,16R,22R,23R,25S)-7,14,23-trihydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-3-phenylprop-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate
SMILES (Canonical) CC12COC3C1C4(COC(C4C5(C3OC6(C5(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC)C(CC2O)OC(=O)C=CC9=CC=CC=C9
SMILES (Isomeric) C[C@]12COC3C1C4(COC(C4[C@]5(C3O[C@]6([C@@]5([C@@H]7CC6[C@]8(C=CO[C@H]8O7)O)O)C)C)(C(=O)OC)OC)[C@H](C[C@H]2O)OC(=O)/C=C/C9=CC=CC=C9
InChI InChI=1S/C37H44O13/c1-31-17-46-25-26(31)34(22(16-21(31)38)48-24(39)12-11-19-9-7-6-8-10-19)18-47-36(44-5,29(40)43-4)28(34)32(2)27(25)50-33(3)20-15-23(37(32,33)42)49-30-35(20,41)13-14-45-30/h6-14,20-23,25-28,30,38,41-42H,15-18H2,1-5H3/b12-11+/t20?,21-,22+,23+,25?,26?,27?,28?,30+,31-,32-,33-,34?,35+,36?,37+/m1/s1
InChI Key UPZJANQVCYBAES-FMLDUCAJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O13
Molecular Weight 696.70 g/mol
Exact Mass 696.27819145 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (6S,7R,8S,10S,14S,16R,22R,23R,25S)-7,14,23-trihydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-3-phenylprop-2-enoyl]oxy-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9456 94.56%
Caco-2 - 0.8458 84.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6632 66.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8301 83.01%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9662 96.62%
P-glycoprotein inhibitior + 0.7267 72.67%
P-glycoprotein substrate + 0.7362 73.62%
CYP3A4 substrate + 0.7352 73.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.7302 73.02%
CYP2C9 inhibition - 0.9016 90.16%
CYP2C19 inhibition - 0.8827 88.27%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8843 88.43%
CYP2C8 inhibition + 0.8342 83.42%
CYP inhibitory promiscuity - 0.9561 95.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5075 50.75%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.7180 71.80%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7861 78.61%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6652 66.52%
skin sensitisation - 0.8745 87.45%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6322 63.22%
Acute Oral Toxicity (c) I 0.6295 62.95%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.7714 77.14%
Thyroid receptor binding + 0.6110 61.10%
Glucocorticoid receptor binding + 0.6821 68.21%
Aromatase binding + 0.6956 69.56%
PPAR gamma + 0.7525 75.25%
Honey bee toxicity - 0.7768 77.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9823 98.23%

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 98.83% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.51% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.58% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.30% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.38% 96.00%
CHEMBL5028 O14672 ADAM10 92.50% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 90.50% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.58% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.48% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.06% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.03% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.60% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.11% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.58% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.27% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.06% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.46% 94.45%
CHEMBL2581 P07339 Cathepsin D 82.40% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.37% 85.30%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.27% 89.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.13% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.35% 93.00%

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.
Rheum officinale
Rheum palmatum
Rheum tanguticum

Cross-Links

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PubChem 24893812
NPASS NPC132300