Mahanimbine

Details

• Internal ID: 6fa2acae-4070-4843-a037-9582b40d2012
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=CC=CC=C42
• SMILES (Isomeric): CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=CC=CC=C42
• InChI: InChI=1S/C23H25NO/c1-15(2)8-7-12-23(4)13-11-18-21-19(14-16(3)22(18)25-23)17-9-5-6-10-20(17)24-21/h5-6,8-11,13-14,24H,7,12H2,1-4H3
• InChI Key: HTNVFUBCWIYPJN-UHFFFAOYSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₅NO
• Molecular Weight: 331.40 g/mol
• Exact Mass: 331.193614421 g/mol
• Topological Polar Surface Area (TPSA): 25.00 Ų
• XlogP: 6.60

Synonyms

• 21104-28-9
• 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole
• DTXSID601035072
• 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano(3,2-a)carbazole
• RefChem:800715
• DTXCID501519536
• (+)-Mahanimbine
• CHEBI:6646
• 3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazole
• NSC186884
• Pyrano(3,2-a)carbazole, 3,11-dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)-, (+)-
• (+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)pyrano[3,2-a]carbazole
• 24948-14-9
• Mahanimbin
• (+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)pyrano(3,2-a)carbazole
• Rel-(+)-Mahanimbine
• C09220
• CHEMBL495873
• MEGxp0_002025
• SCHEMBL2991765
• Mahanimbine, analytical standard
• ACon1_002475
• HTNVFUBCWIYPJN-UHFFFAOYSA-N
• BDBM50207385
• FS-7575
• NSC-186884
• NCGC00160181-01
• NCGC00160181-02
• NCGC00160181-03
• DA-75252
• FD137460
• AK-693/40962734
• Q27107290
• (+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-penten-1-yl)pyrano[3,2-a]carbazole
• 3,5-Dimethyl-3-(4-methyl-pent-3-enyl)-3,11-dihydro-4-oxa-11-aza-benzo[a]fluorene
• Pyrano[3,2-a]carbazole, 3,11-dihydro-3,5-dimethyl-3-(4-methyl-3-penten-1-yl)-
• 5,8-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293224	P10636	Microtubule-associated protein tau	15848.9 nM; 8912.5 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	96.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.88%	89.00%
CHEMBL240	Q12809	HERG	92.64%	89.76%
CHEMBL1937	Q92769	Histone deacetylase 2	90.50%	94.75%
CHEMBL255	P29275	Adenosine A2b receptor	90.46%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.07%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.35%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.21%	96.39%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.57%	89.44%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.13%	88.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.78%	93.99%

Plants that contains it

• Bergera euchrestifolia
• Bergera koenigii
• Clausena excavata
• Murraya paniculata
• Murraya paniculata

Cross-Links

• PubChem: 167963
• NPASS: NPC205934
• ChEMBL: CHEMBL495873
• LOTUS: LTS0232887
• wikiData: Q27107290