(+)-Calycanthidine

Details

• Internal ID: cee970a7-e486-40dc-a313-054582b9725b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (3aS,8bR)-8b-[(3aR,8bR)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl]-3,4-dimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• SMILES (Canonical): CN1CCC2(C1NC3=CC=CC=C32)C45CCN(C4N(C6=CC=CC=C56)C)C
• SMILES (Isomeric): CN1CC[C@]2([C@@H]1NC3=CC=CC=C32)[C@]45CCN([C@H]4N(C6=CC=CC=C56)C)C
• InChI: InChI=1S/C23H28N4/c1-25-14-12-22(16-8-4-6-10-18(16)24-20(22)25)23-13-15-26(2)21(23)27(3)19-11-7-5-9-17(19)23/h4-11,20-21,24H,12-15H2,1-3H3/t20-,21+,22+,23+/m1/s1
• InChI Key: GSQUXSFTXJRLQJ-LDVJMBRRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23139691 g/mol
• Topological Polar Surface Area (TPSA): 21.80 Ų
• XlogP: 4.10

Synonyms

• Calycanthidine
• 5516-85-8
• (3aR,3a'R,8aS,8a'R)-1,1',8-trimethyl-2,2',3,3',8,8',8a,8a'-octahydro-1H,1'H-3a,3a'-bipyrrolo[2,3-b]indole
• calycanthidine, (+)-
• YRT94KMX97
• CHEBI:3332
• DTXSID90970501
• (3aS,8bR)-8b-[(3aR,8bR)-3-methyl-1,2,3a,4-tetrahydropyrrolo[2,3-b]indol-8b-yl]-3,4-dimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• C09097
• Q27106028
• (3aR,3'aR,8aS,8'aR)-2,2',3,3',8,8',8a,8'a-Octahydro-1,1',8-trimethyl-3a,3'a(1H,1'H)-bipyrrolo[2,3-b]indole
• 1,1',8-Trimethyl-2,2',3,3',8,8',8a,8'a-octahydro-1H,1'H-3a,3'a-bipyrrolo[2,3-b]indole
• 3a,3'a(1H,1'H)-Bipyrrolo[2,3-b]indole, 2,2',3,3',8,8',8a,8'a-octahydro-1,1',8-trimethyl-, (3aR,3'aR,8aS,8'aR)-

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.90%	94.62%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	90.86%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.84%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.77%	93.40%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.62%	96.25%
CHEMBL5028	O14672	ADAM10	85.01%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.53%	96.39%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	82.76%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.57%	93.04%
CHEMBL238	Q01959	Dopamine transporter	80.93%	95.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.32%	88.56%

Plants that contains it

• Chimonanthus praecox

Cross-Links

• PubChem: 442031
• LOTUS: LTS0272176
• wikiData: Q27106028