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6-hydroxymetatacarboline F

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 afac2715-c76b-4475-bebb-d3f890ee7dc5
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S)-1-[3-[3-[[(1S)-1-carboxy-2-methylpropyl]carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical) CC(C)C(C(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=C(N2)C=CC(=C3)O)CCC(=O)N4CCCC4C(=O)O
SMILES (Isomeric) CC(C)[C@@H](C(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=C(N2)C=CC(=C3)O)CCC(=O)N4CCC[C@H]4C(=O)O
InChI InChI=1S/C25H28N4O7/c1-12(2)21(25(35)36)28-23(32)18-11-15-14-10-13(30)5-6-16(14)27-22(15)17(26-18)7-8-20(31)29-9-3-4-19(29)24(33)34/h5-6,10-12,19,21,27,30H,3-4,7-9H2,1-2H3,(H,28,32)(H,33,34)(H,35,36)/t19-,21-/m0/s1
InChI Key ZWTPKAPMAMGDML-FPOVZHCZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H28N4O7
Molecular Weight 496.50 g/mol
Exact Mass 496.19579924 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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(2S)-1-[3-[3-[[(1S)-1-carboxy-2-methylpropyl]carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
(2S)-1-(3-(3-(((1S)-1-carboxy-2-methylpropyl)carbamoyl)-6-hydroxy-9H-pyrido(3,4-b)indol-1-yl)propanoyl)pyrrolidine-2-carboxylate
(2S)-1-(3-(3-(((1S)-1-carboxy-2-methylpropyl)carbamoyl)-6-hydroxy-9H-pyrido(3,4-b)indol-1-yl)propanoyl)pyrrolidine-2-carboxylic acid
(2S)-1-[3-(3-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl)propanoyl]pyrrolidine-2-carboxylate
RefChem:104826
CHEBI:215388

2D Structure

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2D Structure of 6-hydroxymetatacarboline F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6096 60.96%
Caco-2 - 0.9002 90.02%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8895 88.95%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8315 83.15%
OATP1B3 inhibitior + 0.9268 92.68%
MATE1 inhibitior - 0.9609 96.09%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9220 92.20%
P-glycoprotein inhibitior + 0.6129 61.29%
P-glycoprotein substrate + 0.8198 81.98%
CYP3A4 substrate + 0.6704 67.04%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.8557 85.57%
CYP2C9 inhibition - 0.7407 74.07%
CYP2C19 inhibition - 0.7769 77.69%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.9189 91.89%
CYP2C8 inhibition + 0.4501 45.01%
CYP inhibitory promiscuity - 0.7000 70.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6721 67.21%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9665 96.65%
Skin irritation - 0.8156 81.56%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5869 58.69%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.9191 91.91%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8751 87.51%
Acute Oral Toxicity (c) III 0.6978 69.78%
Estrogen receptor binding + 0.6030 60.30%
Androgen receptor binding + 0.6531 65.31%
Thyroid receptor binding - 0.5103 51.03%
Glucocorticoid receptor binding - 0.5323 53.23%
Aromatase binding + 0.5249 52.49%
PPAR gamma - 0.5468 54.68%
Honey bee toxicity - 0.8681 86.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8968 89.68%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.59% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.46% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.21% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.23% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 93.46% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.52% 99.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.33% 97.25%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.24% 93.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.02% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.16% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.08% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.87% 93.56%
CHEMBL4040 P28482 MAP kinase ERK2 89.22% 83.82%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.00% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.94% 95.89%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.48% 90.71%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 87.05% 97.50%
CHEMBL4208 P20618 Proteasome component C5 86.90% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL2535 P11166 Glucose transporter 84.67% 98.75%
CHEMBL4073 P09237 Matrix metalloproteinase 7 84.65% 97.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.46% 98.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.53% 97.09%
CHEMBL1781 P11387 DNA topoisomerase I 82.91% 97.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.89% 96.21%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.24% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.57% 90.08%

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 71578798
LOTUS LTS0058051
wikiData Q77498154