(R)-Mahanine

Details

• Internal ID: 8a431513-480a-4e79-b7a1-ec58c25de05b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=C2C=CC(=C4)O
• SMILES (Isomeric): CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=C2C=CC(=C4)O
• InChI: InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-18-21-19(12-15(3)22(18)26-23)17-8-7-16(25)13-20(17)24-21/h6-9,11-13,24-25H,5,10H2,1-4H3
• InChI Key: DWMBXHWBPZZCTN-UHFFFAOYSA-N
• Popularity: 41 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₅NO₂
• Molecular Weight: 347.40 g/mol
• Exact Mass: 347.188529040 g/mol
• Topological Polar Surface Area (TPSA): 45.20 Ų
• XlogP: 6.30

Synonyms

• Mahanine
• MLS000863643
• 3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• SMR000440720
• NSC654285
• CHEMBL496633
• cid_375151
• MEGxp0_002002
• SCHEMBL13142229
• ACon0_000349
• ACon1_001953
• BDBM58017
• (3R)-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• HMS2271C04
• NSC-654285
• NCI60_018849
• BRD-A85009230-001-01-6
• 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-heptaen-14-ol

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
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	44668.4 nM	Potency	PMID: 17958396
CHEMBL1293287	P14735	Insulin-degrading enzyme	41004 nM	EC50	PMID: 19576785
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	44668.4 nM	Potency	PMID: 26151487
CHEMBL1293224	P10636	Microtubule-associated protein tau	39810.7 nM; 28183.8 nM; 5011.9 nM	Potency; Potency; Potency	via CMAUP; PMID: 16562829; PMID: 19105653
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	25118.9 nM	Potency	PMID: 17923492
CHEMBL1741176	P17861	X-box-binding protein 1	5960 nM	IC50	DOI: 10.6019/CHEMBL1201861

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.42%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.33%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.05%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	93.80%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.12%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.77%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	92.07%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	91.72%	91.49%
CHEMBL255	P29275	Adenosine A2b receptor	90.19%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.91%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.43%	96.39%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.23%	97.28%
CHEMBL325	Q13547	Histone deacetylase 1	82.86%	95.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.61%	94.80%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.11%	91.79%
CHEMBL4208	P20618	Proteasome component C5	81.70%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.66%	89.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.07%	93.40%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.96%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	80.16%	97.00%

Plants that contains it

• Micromelum minutum
• Murraya euchrestifolia
• Murraya koenigii

Cross-Links

• PubChem: 375151
• NPASS: NPC475085
• ChEMBL: CHEMBL496633
• LOTUS: LTS0102420
• wikiData: Q104990612