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Flustramine A

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 0a9dc4ef-e76d-4d9f-90ab-62ddc4758780
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (3aR,8bR)-6-bromo-3-methyl-8b-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H29BrN2/c1-7-20(4,5)21-11-13-23(6)19(21)24(12-10-15(2)3)18-14-16(22)8-9-17(18)21/h7-10,14,19H,1,11-13H2,2-6H3/t19-,21-/m1/s1
InChI Key AJYIZQUARKFPEC-TZIWHRDSSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C21H29BrN2
Molecular Weight 389.40 g/mol
Exact Mass 388.15141 g/mol
Topological Polar Surface Area (TPSA) 6.50 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.35
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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71239-64-0
CHEMBL538411
DTXSID80991548
(3aR,8bR)-6-bromo-3-methyl-8b-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-enyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
6-bromo-1-methyl-3a-(1,1-dimethyl-allyl)-8-(3-methyl-but-2-enyl)-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole
6-Bromo-1-methyl-3a-(2-methylbut-3-en-2-yl)-8-(3-methylbut-2-en-1-yl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole
6-bromo-3a-(1,1-dimethyl-allyl)-1-methyl-8-(3-methyl-but-2-enyl)-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole
InChI=1/C21H29BrN2/c1-7-20(4,5)21-11-13-23(6)19(21)24(12-10-15(2)3)18-14-16(22)8-9-17(18)21/h7-10,14,19H,1,11-13H2,2-6H3/t19-,21-/m1/s
pyrrolo[2,3-b]indole, 6-bromo-3a-(1,1-dimethyl-2-propenyl)-1,2,3,3a,8,8a-hexahydro-1-methyl-8-(3-methyl-2-butenyl)-, (3aR,8aR)-
rel-(3aR,8aR)-6-bromo-3a-(1,1-dimethylprop-2-en-1-yl)-1-methyl-8-(3-methylbut-2-en-1-yl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole

2D Structure

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2D Structure of Flustramine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9742 97.42%
Caco-2 + 0.7280 72.80%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.3926 39.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8921 89.21%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior - 0.8129 81.29%
P-glycoprotein inhibitior - 0.7065 70.65%
P-glycoprotein substrate - 0.5087 50.87%
CYP3A4 substrate + 0.6211 62.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7040 70.40%
CYP3A4 inhibition - 0.9514 95.14%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.6520 65.20%
CYP2D6 inhibition - 0.6094 60.94%
CYP1A2 inhibition - 0.5900 59.00%
CYP2C8 inhibition - 0.6905 69.05%
CYP inhibitory promiscuity - 0.6168 61.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8635 86.35%
Carcinogenicity (trinary) Non-required 0.6189 61.89%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7253 72.53%
Skin corrosion - 0.8390 83.90%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9083 90.83%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7842 78.42%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8858 88.58%
Acute Oral Toxicity (c) III 0.6305 63.05%
Estrogen receptor binding + 0.7318 73.18%
Androgen receptor binding + 0.6281 62.81%
Thyroid receptor binding + 0.8627 86.27%
Glucocorticoid receptor binding + 0.6702 67.02%
Aromatase binding + 0.6034 60.34%
PPAR gamma + 0.7463 74.63%
Honey bee toxicity - 0.8248 82.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9844 98.44%

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
CHEMBL240 Q12809 HERG 98.29% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.17% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.52% 97.25%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.18% 93.40%
CHEMBL2581 P07339 Cathepsin D 93.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.96% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.45% 95.89%
CHEMBL4208 P20618 Proteasome component C5 89.40% 90.00%
CHEMBL238 Q01959 Dopamine transporter 87.66% 95.88%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.63% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.27% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.10% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.75% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.49% 89.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.54% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.10% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.94% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.90% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.13% 92.94%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.95% 95.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.64% 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.
There are no matching plants.

Cross-Links

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PubChem 636869
LOTUS LTS0151125
wikiData Q82981383