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Giluterrin

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 ff7306ac-0193-4c86-a63b-93c1c2a9a94c
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (5aR,10bR)-1,4-dimethoxy-3-[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-5a,6-dihydro-[1]benzofuro[2,3-b]indole-2,10b-diol
SMILES (Canonical) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C3=C(C(=C4C(=C3OC)OC5C4(C6=CC=CC=C6N5)O)OC)O
SMILES (Isomeric) CC(C)(C=C)C1=C(C2=CC=CC=C2N1)C3=C(C(=C4C(=C3OC)O[C@@H]5[C@]4(C6=CC=CC=C6N5)O)OC)O
InChI InChI=1S/C29H28N2O5/c1-6-28(2,3)26-19(15-11-7-9-13-17(15)30-26)20-22(32)24(35-5)21-25(23(20)34-4)36-27-29(21,33)16-12-8-10-14-18(16)31-27/h6-14,27,30-33H,1H2,2-5H3/t27-,29-/m1/s1
InChI Key FSNAHOOBWDWUNP-XRKRLSELSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H28N2O5
Molecular Weight 484.50 g/mol
Exact Mass 484.19982200 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.40
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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(5aR,10bR)-1,4-dimethoxy-3-(2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)-5a,6-dihydro-(1)benzofuro(2,3-b)indole-2,10b-diol
(5aR,10bR)-1,4-dimethoxy-3-[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-5a,6-dihydro-[1]benzofuro[2,3-b]indole-2,10b-diol
RefChem:143193
CHEBI:228085
(5aR,10bR)-1,4-dimethoxy-3-[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-5a,6-dihydro-[1]benzouro[2,3-b]indole-2,10b-diol

2D Structure

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2D Structure of Giluterrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9283 92.83%
Caco-2 - 0.7183 71.83%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Plasma membrane 0.4846 48.46%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8099 80.99%
OATP1B3 inhibitior + 0.9385 93.85%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9694 96.94%
P-glycoprotein inhibitior + 0.7488 74.88%
P-glycoprotein substrate + 0.5534 55.34%
CYP3A4 substrate + 0.7039 70.39%
CYP2C9 substrate - 0.5979 59.79%
CYP2D6 substrate - 0.7383 73.83%
CYP3A4 inhibition + 0.5501 55.01%
CYP2C9 inhibition - 0.5906 59.06%
CYP2C19 inhibition - 0.5271 52.71%
CYP2D6 inhibition - 0.8579 85.79%
CYP1A2 inhibition - 0.5977 59.77%
CYP2C8 inhibition + 0.8237 82.37%
CYP inhibitory promiscuity + 0.8036 80.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4640 46.40%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.7538 75.38%
Skin irritation - 0.8124 81.24%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3835 38.35%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5803 58.03%
skin sensitisation - 0.8574 85.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7246 72.46%
Acute Oral Toxicity (c) III 0.6465 64.65%
Estrogen receptor binding + 0.7827 78.27%
Androgen receptor binding + 0.6610 66.10%
Thyroid receptor binding + 0.7761 77.61%
Glucocorticoid receptor binding + 0.7491 74.91%
Aromatase binding + 0.7320 73.20%
PPAR gamma + 0.8039 80.39%
Honey bee toxicity - 0.7722 77.22%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9185 91.85%

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 99.65% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.86% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.88% 88.56%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.54% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.47% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.07% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 89.02% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 88.50% 94.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.24% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.56% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.88% 96.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.38% 94.97%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 86.21% 81.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.13% 94.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.43% 94.00%
CHEMBL240 Q12809 HERG 84.33% 89.76%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.93% 89.44%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.76% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.63% 92.62%
CHEMBL2535 P11166 Glucose transporter 80.05% 98.75%

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 146682529
LOTUS LTS0112655
wikiData Q105000786