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Didesmethylrocaglamide

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 c646f788-5bb3-47a0-9abf-ce13ac5cea85
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
SMILES (Canonical) COC1=CC=C(C=C1)C23C(C(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)O)C(=O)N)C5=CC=CC=C5
SMILES (Isomeric) COC1=CC=C(C=C1)[C@]23[C@@H]([C@H]([C@H]([C@]2(C4=C(O3)C=C(C=C4OC)OC)O)O)C(=O)N)C5=CC=CC=C5
InChI InChI=1S/C27H27NO7/c1-32-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21(25(28)30)24(29)26(27,31)23-19(34-3)13-18(33-2)14-20(23)35-27/h4-14,21-22,24,29,31H,1-3H3,(H2,28,30)/t21-,22-,24-,26+,27+/m1/s1
InChI Key RMNPQEWLGQURNX-PXIJUOARSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C27H27NO7
Molecular Weight 477.50 g/mol
Exact Mass 477.17875220 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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177262-30-5
(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
RocB
NSC705956
CHEMBL583207
HY-19356A
NSC825721
AKOS040755444
DB15496
NSC-705956
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Didesmethylrocaglamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9495 94.95%
Caco-2 - 0.5587 55.87%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5096 50.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9311 93.11%
P-glycoprotein inhibitior + 0.7966 79.66%
P-glycoprotein substrate - 0.7246 72.46%
CYP3A4 substrate + 0.6328 63.28%
CYP2C9 substrate - 0.6085 60.85%
CYP2D6 substrate - 0.7657 76.57%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8062 80.62%
CYP2C19 inhibition - 0.7764 77.64%
CYP2D6 inhibition - 0.8630 86.30%
CYP1A2 inhibition - 0.7800 78.00%
CYP2C8 inhibition + 0.7712 77.12%
CYP inhibitory promiscuity - 0.5636 56.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4347 43.47%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8339 83.39%
Skin irritation - 0.8310 83.10%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4522 45.22%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5539 55.39%
skin sensitisation - 0.8916 89.16%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5621 56.21%
Acute Oral Toxicity (c) III 0.5870 58.70%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.8029 80.29%
Thyroid receptor binding + 0.6892 68.92%
Glucocorticoid receptor binding + 0.7133 71.33%
Aromatase binding - 0.5450 54.50%
PPAR gamma + 0.7042 70.42%
Honey bee toxicity - 0.8626 86.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.7716 77.16%

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 98.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.32% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.46% 95.50%
CHEMBL4208 P20618 Proteasome component C5 87.11% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.09% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.74% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.04% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.93% 94.08%
CHEMBL240 Q12809 HERG 85.17% 89.76%
CHEMBL340 P08684 Cytochrome P450 3A4 84.94% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.82% 85.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.65% 89.44%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.10% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.34% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.30% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.11% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.04% 90.17%
CHEMBL2581 P07339 Cathepsin D 81.50% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.84% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.15% 99.15%

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.
Aglaia elliptica
Aglaia forbesii
Aglaia perviridis

Cross-Links

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PubChem 397614
NPASS NPC51543
ChEMBL CHEMBL583207
LOTUS LTS0227961
wikiData Q105240915