Tetrahydroharman-3-carboxylic acid

Details

• Internal ID: c684d67e-b9cd-45ae-90da-e4e6545d0d25
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
• SMILES (Canonical): CC1C2=C(CC(N1)C(=O)O)C3=CC=CC=C3N2
• SMILES (Isomeric): CC1C2=C(CC(N1)C(=O)O)C3=CC=CC=C3N2
• InChI: InChI=1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17)
• InChI Key: ZUPHXNBLQCSEIA-UHFFFAOYSA-N
• Popularity: 76 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₂
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.105527694 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: -0.80

Synonyms

• Tetrahydroharman-3-carboxylic acid
• 1-Methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid
• 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
• 1,2,3,4-tetrahydroharman-3-carboxylic acid
• 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-methyl-
• 1,2,3,4-Tetrahydroharmane-3-carboxylic acid
• Harmane 1,2,3,4 tetrahydro-3-carboxylic acid
• Harmane-1,2,3,4-tetrahydro-3-carboxylic acid
• 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
• 1-Methyl-tetrahydro-beta-carboline-3-carboxylic acid
• 1-Methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid
• MFCD00022199
• 1-Methyl-1,2,3,4-Tetrahydropyrido[3,4-b]indole-3-carboxylic acid
• (1xi,3xi)-1,2,3,4-Tetrahydro-1-methyl-beta-carboline-3-carboxylic acid
• UNII-7FCJ1OW7OX
• ChemDiv1_000460
• CCRIS 6487
• 1H-Pyrido(3,4-b)indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-methyl-
• NSC 26225
• 7FCJ1OW7OX
• Cambridge id 5147364
• CBDivE_001615
• CBDivE_003491
• SCHEMBL504399
• CHEMBL491388
• HMS588E20
• CHEBI:172470
• DTXSID401023900
• NSC26225
• NSC-26225
• NSC298851
• NSC298854
• AKOS000265198
• AKOS016037534
• AKOS016038054
• AKOS024267136
• 1,2,3,4-Tetrahydro-3-carboxyharmane
• NSC-298851
• NSC-298854
• SB47569
• SDCCGMLS-0064537.P001
• 1-Methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid, sodium nitrite treated
• NCGC00163354-01
• 1234_Tetrahydroharmane_3_carboxylic_acid
• BS-37974
• BB 0256940
• FT-0635750
• Harmane 1,3,4 tetrahydro-3-carboxylic acid
• EN300-235652
• F87977
• H-1160
• AE-473/31198040
• F0896-0475
• F1918-0045
• 1-Methyl-2,3,4,9-tetrahydro-1H-1-carboline-3-carboxylic acid
• 1-Methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid #
• 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-3-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.06%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.60%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.36%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.87%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL5028	O14672	ADAM10	82.53%	97.50%

Plants that contains it

• Lepidium meyenii
• Oxalis pes-caprae

Cross-Links

• PubChem: 73530
• LOTUS: LTS0109221
• wikiData: Q105384022