5-Acetyl-2,4,5-trihydroxy-8,8,16-trimethyl-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-12,14-diene-6,17-dione

Details

• Internal ID: 8b83c844-7f76-4c1e-a2ca-e1366be8b36e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-acetyl-2,4,5-trihydroxy-8,8,16-trimethyl-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-12,14-diene-6,17-dione
• InChI: InChI=1S/C21H24N2O7/c1-9(24)18(27)15(25)23-14-19(28)12(17(23,2)3)8-10-6-5-7-11-13(10)20(19,16(26)22(11)4)30-21(14,18)29/h5-7,10,12-14,27-29H,8H2,1-4H3
• InChI Key: GUZVDQAQJRGKEH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₇
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.15835111 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8645	86.45%
Caco-2	-	0.6273	62.73%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5440	54.40%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8943	89.43%
P-glycoprotein inhibitior	-	0.7046	70.46%
P-glycoprotein substrate	-	0.5795	57.95%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8682	86.82%
CYP2C9 inhibition	-	0.8460	84.60%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.7858	78.58%
CYP2C8 inhibition	-	0.5963	59.63%
CYP inhibitory promiscuity	-	0.8575	85.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4977	49.77%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9429	94.29%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5956	59.56%
Acute Oral Toxicity (c)	III	0.5741	57.41%
Estrogen receptor binding	+	0.6630	66.30%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.5451	54.51%
Aromatase binding	+	0.6012	60.12%
PPAR gamma	+	0.6173	61.73%
Honey bee toxicity	-	0.7557	75.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8866	88.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.49%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.49%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.84%	93.40%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.73%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.35%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.67%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587370
• LOTUS: LTS0148384
• wikiData: Q77564525