Buxifoliadine C

Details

• Internal ID: 83548944-ddd0-4cd7-b693-7c36f0811983
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
• IUPAC Name: 1,5-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)-10H-acridin-9-one
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(N2)C(=CC=C3)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(N2)C(=CC=C3)O)OC)C
• InChI: InChI=1S/C19H19NO4/c1-10(2)7-8-11-15(24-3)9-13-16(18(11)22)19(23)12-5-4-6-14(21)17(12)20-13/h4-7,9,21-22H,8H2,1-3H3,(H,20,23)
• InChI Key: LIBMMBBIHSDVBG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• AKOS040763249
• 263007-67-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	+	0.6050	60.50%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4930	49.30%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7509	75.09%
P-glycoprotein inhibitior	-	0.5758	57.58%
P-glycoprotein substrate	-	0.5920	59.20%
CYP3A4 substrate	+	0.5966	59.66%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	-	0.8135	81.35%
CYP3A4 inhibition	-	0.7546	75.46%
CYP2C9 inhibition	-	0.5888	58.88%
CYP2C19 inhibition	+	0.5848	58.48%
CYP2D6 inhibition	-	0.6725	67.25%
CYP1A2 inhibition	+	0.7036	70.36%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	+	0.7191	71.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6675	66.75%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.6387	63.87%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4646	46.46%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8423	84.23%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8304	83.04%
Acute Oral Toxicity (c)	III	0.6729	67.29%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	+	0.6365	63.65%
Glucocorticoid receptor binding	+	0.9201	92.01%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	+	0.9323	93.23%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9162	91.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	99.27%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.27%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.19%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.72%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.94%	91.49%
CHEMBL2535	P11166	Glucose transporter	88.90%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.51%	97.21%
CHEMBL255	P29275	Adenosine A2b receptor	88.17%	98.59%
CHEMBL1829	O15379	Histone deacetylase 3	87.86%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.03%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.57%	96.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.55%	98.21%
CHEMBL1255126	O15151	Protein Mdm4	84.16%	90.20%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.86%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.40%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.08%	85.30%
CHEMBL325	Q13547	Histone deacetylase 1	81.50%	95.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.49%	95.50%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.08%	98.11%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.05%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.05%	91.71%

Plants that contains it

• Atalantia buxifolia

Cross-Links

• PubChem: 10853493
• LOTUS: LTS0128214
• wikiData: Q105152102