10-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-8-yl]-3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol

Details

• Internal ID: 8827799b-ba76-4985-a76e-66594d3aaf30
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 10-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-8-yl]-3,8-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazol-9-ol
• SMILES (Canonical): CC1=CC2=C(C(=C1O)C3=C(C=C4C(=C3)C5=C(N4)C6=C(C(=C5)C)OC(C=C6)(C)CCC=C(C)C)O)NC7=C2C=CC8=C7C=CC(O8)(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1O)C3=C(C=C4C(=C3)C5=C(N4)C6=C(C(=C5)C)OC(C=C6)(C)CCC=C(C)C)O)NC7=C2C=CC8=C7C=CC(O8)(C)CCC=C(C)C
• InChI: InChI=1S/C46H48N2O4/c1-25(2)11-9-17-45(7)19-15-30-38(51-45)14-13-29-33-21-27(5)43(50)39(42(33)48-40(29)30)35-23-32-34-22-28(6)44-31(41(34)47-36(32)24-37(35)49)16-20-46(8,52-44)18-10-12-26(3)4/h11-16,19-24,47-50H,9-10,17-18H2,1-8H3
• InChI Key: OQOLUTLSOPCBSS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₄₈N₂O₄
• Molecular Weight: 692.90 g/mol
• Exact Mass: 692.36140802 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 12.20
• Atomic LogP (AlogP): 12.47
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.8420	84.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	+	0.5779	57.79%
OATP1B1 inhibitior	+	0.7583	75.83%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9956	99.56%
P-glycoprotein inhibitior	+	0.8471	84.71%
P-glycoprotein substrate	+	0.6348	63.48%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7201	72.01%
CYP3A4 inhibition	+	0.6048	60.48%
CYP2C9 inhibition	+	0.5341	53.41%
CYP2C19 inhibition	+	0.5203	52.03%
CYP2D6 inhibition	-	0.7919	79.19%
CYP1A2 inhibition	+	0.6936	69.36%
CYP2C8 inhibition	+	0.7799	77.99%
CYP inhibitory promiscuity	+	0.9151	91.51%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8832	88.32%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7527	75.27%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9060	90.60%
Acute Oral Toxicity (c)	III	0.5697	56.97%
Estrogen receptor binding	+	0.8738	87.38%
Androgen receptor binding	+	0.7795	77.95%
Thyroid receptor binding	+	0.6949	69.49%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6712	67.12%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9408	94.08%

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	99.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.62%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	97.31%	94.75%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.31%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.96%	89.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.20%	93.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.89%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.53%	91.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.99%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.78%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.94%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.39%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.38%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.59%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.34%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.15%	98.59%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.07%	96.39%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.84%	80.96%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.63%	91.38%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.23%	95.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.13%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	80.98%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.58%	95.89%

Plants that contains it

• Murraya koenigii
• Salvia absconditiflora

Cross-Links

• PubChem: 10908622
• LOTUS: LTS0012219
• wikiData: Q105326175