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5-[(2S,3R,4S)-4-[3-[2-(dimethylamino)ethyl]-1H-indol-2-yl]-3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]benzene-1,2,3-triol

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 227c04c5-3e9f-451c-9e5b-08e020d269e8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
IUPAC Name 5-[(2S,3R,4S)-4-[3-[2-(dimethylamino)ethyl]-1H-indol-2-yl]-3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]benzene-1,2,3-triol
SMILES (Canonical) CN(C)CCC1=C(NC2=CC=CC=C21)C3C(C(OC4=C3C=CC(=C4)O)C5=CC(=C(C(=C5)O)O)O)O
SMILES (Isomeric) CN(C)CCC1=C(NC2=CC=CC=C21)[C@H]3[C@H]([C@@H](OC4=C3C=CC(=C4)O)C5=CC(=C(C(=C5)O)O)O)O
InChI InChI=1S/C27H28N2O6/c1-29(2)10-9-17-16-5-3-4-6-19(16)28-24(17)23-18-8-7-15(30)13-22(18)35-27(26(23)34)14-11-20(31)25(33)21(32)12-14/h3-8,11-13,23,26-28,30-34H,9-10H2,1-2H3/t23-,26+,27-/m0/s1
InChI Key KXDXQDYTLNRCHP-RNJDCESWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28N2O6
Molecular Weight 476.50 g/mol
Exact Mass 476.19473662 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(2S,3R,4S)-4-[3-[2-(dimethylamino)ethyl]-1H-indol-2-yl]-3,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]benzene-1,2,3-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7810 78.10%
Caco-2 - 0.7961 79.61%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4976 49.76%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.7455 74.55%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7279 72.79%
BSEP inhibitior + 0.8494 84.94%
P-glycoprotein inhibitior + 0.8088 80.88%
P-glycoprotein substrate + 0.5742 57.42%
CYP3A4 substrate + 0.7164 71.64%
CYP2C9 substrate - 0.6091 60.91%
CYP2D6 substrate + 0.6572 65.72%
CYP3A4 inhibition - 0.7922 79.22%
CYP2C9 inhibition - 0.7696 76.96%
CYP2C19 inhibition - 0.7796 77.96%
CYP2D6 inhibition - 0.7201 72.01%
CYP1A2 inhibition - 0.6487 64.87%
CYP2C8 inhibition + 0.7711 77.11%
CYP inhibitory promiscuity - 0.7462 74.62%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6413 64.13%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9430 94.30%
Skin irritation - 0.7769 77.69%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8496 84.96%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8636 86.36%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9634 96.34%
Acute Oral Toxicity (c) III 0.5718 57.18%
Estrogen receptor binding + 0.6756 67.56%
Androgen receptor binding + 0.6709 67.09%
Thyroid receptor binding + 0.7345 73.45%
Glucocorticoid receptor binding + 0.7455 74.55%
Aromatase binding + 0.6616 66.16%
PPAR gamma + 0.6421 64.21%
Honey bee toxicity - 0.7800 78.00%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7080 70.80%

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 99.60% 91.11%
CHEMBL240 Q12809 HERG 98.12% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.03% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.91% 98.95%
CHEMBL3310 Q96DB2 Histone deacetylase 11 93.55% 88.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.34% 90.08%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.58% 91.71%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 92.23% 89.44%
CHEMBL3401 O75469 Pregnane X receptor 92.05% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.59% 95.56%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 90.48% 85.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.73% 93.99%
CHEMBL2535 P11166 Glucose transporter 88.90% 98.75%
CHEMBL206 P03372 Estrogen receptor alpha 88.84% 97.64%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 88.69% 96.37%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.08% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.05% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.75% 99.17%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.13% 91.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.55% 99.23%
CHEMBL5485 P14920 D-amino-acid oxidase 84.42% 96.57%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.37% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.75% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.50% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.44% 83.57%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.78% 96.39%
CHEMBL255 P29275 Adenosine A2b receptor 80.40% 98.59%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.38% 94.45%

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.
Mimosa tenuiflora

Cross-Links

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PubChem 122386737
LOTUS LTS0021781
wikiData Q7038740