Yuehchukene

Details

• Internal ID: a94bc3c7-ff9e-4837-956b-8a382bbd1519
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: (6S,6aS,10aR)-6-(1H-indol-3-yl)-7,7,9-trimethyl-6,6a,8,10a-tetrahydro-5H-indeno[2,1-b]indole
• SMILES (Canonical): CC1=CC2C(C(C3=C2C4=CC=CC=C4N3)C5=CNC6=CC=CC=C65)C(C1)(C)C
• SMILES (Isomeric): CC1=C[C@@H]2[C@@H]([C@H](C3=C2C4=CC=CC=C4N3)C5=CNC6=CC=CC=C65)C(C1)(C)C
• InChI: InChI=1S/C26H26N2/c1-15-12-18-22-17-9-5-7-11-21(17)28-25(22)23(24(18)26(2,3)13-15)19-14-27-20-10-6-4-8-16(19)20/h4-12,14,18,23-24,27-28H,13H2,1-3H3/t18-,23+,24-/m0/s1
• InChI Key: CZJCZWZKBWLSQX-GLYQVZKVSA-N
• Popularity: 34 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆N₂
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.209598838 g/mol
• Topological Polar Surface Area (TPSA): 31.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.87
• H-Bond Acceptor: 0
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• BRN 5300108
• Indeno(2,1-b)indole, 5,6,6a,7,8,10a-hexahydro-6-(1H-indol-3-yl)-7,7,9-trimethyl-, (6-alpha,6a-alpha,10a-alpha)-(+-)-
• 96624-37-2
• (+/-)-Yuehchukene
• DTXSID80914414
• LS-81774
• Q8060261
• 11 beta-(3'-indolyl)-7,9 alpha,9 beta-trimethyl-5,8,9,10-tetrahydroindano(2,3-b)indole
• Indeno(2,1-b)indole, 5,6,6a,7,8,10a-hexahydro-6-(1H-indol-3-yl)-7,7,9-trimethyl-,(6-alpha,6a-alpha,10a-alpha)-(+-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6693	66.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4897	48.97%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9524	95.24%
P-glycoprotein inhibitior	+	0.8337	83.37%
P-glycoprotein substrate	-	0.5473	54.73%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6589	65.89%
CYP3A4 inhibition	+	0.7768	77.68%
CYP2C9 inhibition	+	0.8383	83.83%
CYP2C19 inhibition	+	0.8452	84.52%
CYP2D6 inhibition	+	0.5723	57.23%
CYP1A2 inhibition	+	0.8388	83.88%
CYP2C8 inhibition	+	0.6421	64.21%
CYP inhibitory promiscuity	+	0.9855	98.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4802	48.02%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9552	95.52%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.6516	65.16%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6165	61.65%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.8971	89.71%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.7356	73.56%
Glucocorticoid receptor binding	+	0.6968	69.68%
Aromatase binding	+	0.8726	87.26%
PPAR gamma	+	0.7799	77.99%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.21%	88.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	94.30%	85.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.23%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.58%	89.44%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.08%	93.99%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.72%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	90.05%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.16%	94.08%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	87.07%	95.48%
CHEMBL3524	P56524	Histone deacetylase 4	86.84%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.03%	97.09%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.96%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.72%	98.59%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.57%	89.62%
CHEMBL2996	Q05655	Protein kinase C delta	82.63%	97.79%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.37%	96.39%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.16%	93.03%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.69%	96.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.75%	92.94%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.62%	92.67%
CHEMBL2535	P11166	Glucose transporter	80.41%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%

Plants that contains it

• Corydalis yanhusuo
• Micromelum integerrimum
• Micromelum minutum
• Murraya caloxylon
• Murraya paniculata
• Murraya paniculata

Cross-Links

• PubChem: 126009
• NPASS: NPC230991
• LOTUS: LTS0053531
• wikiData: Q8060261