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(1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide

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 ab6609bc-52e1-4c24-8e6e-ed9e89e26b15
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name (1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide
SMILES (Canonical) CNC(=O)C1C(C2(CC3=C(C2(C1O)O)C(=CC(=C3)OC)OC)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5
SMILES (Isomeric) CNC(=O)[C@@H]1[C@H]([C@@]2(CC3=C([C@@]2([C@@H]1O)O)C(=CC(=C3)OC)OC)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5
InChI InChI=1S/C29H31NO7/c1-30-27(33)23-25(16-8-6-5-7-9-16)28(18-10-11-21(36-3)20(31)13-18)15-17-12-19(35-2)14-22(37-4)24(17)29(28,34)26(23)32/h5-14,23,25-26,31-32,34H,15H2,1-4H3,(H,30,33)/t23-,25-,26-,28-,29+/m1/s1
InChI Key DCOAOFKGFOXTMZ-HMGGBNILSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H31NO7
Molecular Weight 505.60 g/mol
Exact Mass 505.21005233 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.62
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3S,3aS,8bS)-1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-1,2,3,4-tetrahydrocyclopenta[a]indene-2-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9451 94.51%
Caco-2 - 0.5906 59.06%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7412 74.12%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.9173 91.73%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9399 93.99%
P-glycoprotein inhibitior + 0.7491 74.91%
P-glycoprotein substrate - 0.5199 51.99%
CYP3A4 substrate + 0.6803 68.03%
CYP2C9 substrate + 0.5959 59.59%
CYP2D6 substrate - 0.7463 74.63%
CYP3A4 inhibition - 0.6451 64.51%
CYP2C9 inhibition - 0.8098 80.98%
CYP2C19 inhibition - 0.7739 77.39%
CYP2D6 inhibition - 0.8527 85.27%
CYP1A2 inhibition - 0.6552 65.52%
CYP2C8 inhibition + 0.7177 71.77%
CYP inhibitory promiscuity - 0.5900 59.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5466 54.66%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.8146 81.46%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3757 37.57%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9125 91.25%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6902 69.02%
Acute Oral Toxicity (c) III 0.5943 59.43%
Estrogen receptor binding + 0.6537 65.37%
Androgen receptor binding + 0.7854 78.54%
Thyroid receptor binding + 0.5898 58.98%
Glucocorticoid receptor binding + 0.7254 72.54%
Aromatase binding - 0.5805 58.05%
PPAR gamma + 0.7053 70.53%
Honey bee toxicity - 0.7336 73.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9161 91.61%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.89% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.94% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.98% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.71% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 90.68% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.34% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.62% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.59% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.78% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.59% 99.23%
CHEMBL2535 P11166 Glucose transporter 86.29% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.14% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.03% 95.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.31% 93.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.97% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.48% 94.00%
CHEMBL5028 O14672 ADAM10 83.45% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.37% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.84% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.97% 94.45%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.73% 100.00%

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.
Aglaia odorata

Cross-Links

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PubChem 162927379
LOTUS LTS0248209
wikiData Q104975687