8-(3,7-dimethylocta-2,6-dienyl)-1-[8-(3,7-dimethylocta-2,6-dienyl)-2-hydroxy-7-methoxy-3-methyl-9H-carbazol-1-yl]-7-methoxy-3-methyl-9H-carbazol-2-ol

Details

• Internal ID: cfd36a69-ea09-4d8b-83e1-aa3e95ca3776
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 8-(3,7-dimethylocta-2,6-dienyl)-1-[8-(3,7-dimethylocta-2,6-dienyl)-2-hydroxy-7-methoxy-3-methyl-9H-carbazol-1-yl]-7-methoxy-3-methyl-9H-carbazol-2-ol
• SMILES (Canonical): CC1=CC2=C(C(=C1O)C3=C(C(=CC4=C3NC5=C4C=CC(=C5CC=C(C)CCC=C(C)C)OC)C)O)NC6=C2C=CC(=C6CC=C(C)CCC=C(C)C)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C1O)C3=C(C(=CC4=C3NC5=C4C=CC(=C5CC=C(C)CCC=C(C)C)OC)C)O)NC6=C2C=CC(=C6CC=C(C)CCC=C(C)C)OC
• InChI: InChI=1S/C48H56N2O4/c1-27(2)13-11-15-29(5)17-19-35-39(53-9)23-21-33-37-25-31(7)47(51)41(45(37)49-43(33)35)42-46-38(26-32(8)48(42)52)34-22-24-40(54-10)36(44(34)50-46)20-18-30(6)16-12-14-28(3)4/h13-14,17-18,21-26,49-52H,11-12,15-16,19-20H2,1-10H3
• InChI Key: OUSUKIXJVMBEMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆N₂O₄
• Molecular Weight: 725.00 g/mol
• Exact Mass: 724.42400827 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 14.00
• Atomic LogP (AlogP): 13.14
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.8383	83.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7555	75.55%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9893	98.93%
P-glycoprotein inhibitior	+	0.8623	86.23%
P-glycoprotein substrate	-	0.6243	62.43%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.6644	66.44%
CYP3A4 inhibition	+	0.8355	83.55%
CYP2C9 inhibition	+	0.5767	57.67%
CYP2C19 inhibition	+	0.6595	65.95%
CYP2D6 inhibition	-	0.6916	69.16%
CYP1A2 inhibition	+	0.7798	77.98%
CYP2C8 inhibition	+	0.7694	76.94%
CYP inhibitory promiscuity	+	0.9485	94.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8510	85.10%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6201	62.01%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9288	92.88%
Acute Oral Toxicity (c)	III	0.5699	56.99%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.7824	78.24%
Thyroid receptor binding	+	0.6360	63.60%
Glucocorticoid receptor binding	+	0.7454	74.54%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.8604	86.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	97.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.16%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.76%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.49%	97.21%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.08%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.18%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.08%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	87.70%	94.75%
CHEMBL255	P29275	Adenosine A2b receptor	87.47%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.39%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.08%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.20%	85.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.62%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.71%	86.92%
CHEMBL2535	P11166	Glucose transporter	84.20%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.80%	94.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.64%	93.24%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.57%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	81.97%	90.20%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	81.33%	85.40%
CHEMBL4208	P20618	Proteasome component C5	80.78%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.12%	98.11%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 160103723
• LOTUS: LTS0217194
• wikiData: Q105200406