3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol

Details

• Internal ID: 053ac989-bf42-47f3-af69-4691a5a5e0e1
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• SMILES (Canonical): CC1=CC2=C(C=C1O)NC3=C2C=CC4=C3C=CC(O4)(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC2=C(C=C1O)NC3=C2C=CC4=C3C=CC(O4)(C)CCC=C(C)C
• InChI: InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3
• InChI Key: WWXYBSVWYPHUPZ-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

• 144606-95-1
• 3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol
• Pyrayafoline D
• Pyrafoline D
• 3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• 138876-26-3
• Pyrano[3,2-a]carbazol-9-ol, 3,11-dihydro-3,8-dimethyl-3-(4-methyl-3-penten-1-yl)-
• NSC654282
• MLS000876952
• CHEMBL498436
• MEGxp0_000256
• SCHEMBL13142235
• ACon1_001184
• HMS2267A14
• NSC-654282
• NCI60_018846
• SMR000440597
• BRD-A44224497-001-01-9
• 3,8-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-9-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
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	39810.7 nM	Potency	PMID: 17420206
CHEMBL4040	P28482	MAP kinase ERK2	25118.9 nM	Potency	PMID: 17970595
CHEMBL1293224	P10636	Microtubule-associated protein tau	12589.3 nM; 28183.8 nM; 22387.2 nM	Potency; Potency; Potency	DOI: 10.6019/CHEMBL1201861; PMID: 23734721; PMID: 8699183
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	25118.9 nM	Potency	PMID: 22608675
CHEMBL3797	Q13315	Serine-protein kinase ATM	28183.8 nM	Potency	PMID: 24547740

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.04%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.24%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.75%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.39%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.21%	85.30%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.49%	94.80%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.96%	91.79%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.33%	93.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.53%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.72%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.39%	93.99%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.61%	95.52%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.35%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.07%	99.15%

Plants that contains it

• Murraya euchrestifolia
• Murraya koenigii
• Murraya kwangsiensis

Cross-Links

• PubChem: 375148
• NPASS: NPC475112
• ChEMBL: CHEMBL498436
• LOTUS: LTS0105220
• wikiData: Q104398704