Lupinacidin B

Details

• Internal ID: eb41117c-f4bd-41e8-a1ba-4bebd419aa08
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 4-butyl-1,3,5-trihydroxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C19H18O5/c1-3-4-6-11-14-15(17(22)9(2)16(11)21)18(23)10-7-5-8-12(20)13(10)19(14)24/h5,7-8,20-22H,3-4,6H2,1-2H3
• InChI Key: IVQKRDHUECCAJE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Lupinacidins B
• CHEMBL231553

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.7711	77.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.5641	56.41%
OATP1B1 inhibitior	+	0.7825	78.25%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.6440	64.40%
P-glycoprotein inhibitior	-	0.8216	82.16%
P-glycoprotein substrate	-	0.7136	71.36%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.6877	68.77%
CYP2C9 inhibition	-	0.6647	66.47%
CYP2C19 inhibition	-	0.7560	75.60%
CYP2D6 inhibition	-	0.7707	77.07%
CYP1A2 inhibition	+	0.7295	72.95%
CYP2C8 inhibition	-	0.6676	66.76%
CYP inhibitory promiscuity	+	0.5406	54.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8711	87.11%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.7765	77.65%
Skin irritation	-	0.6514	65.14%
Skin corrosion	-	0.7106	71.06%
Ames mutagenesis	+	0.7863	78.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6167	61.67%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6343	63.43%
skin sensitisation	-	0.7827	78.27%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5220	52.20%
Acute Oral Toxicity (c)	III	0.5662	56.62%
Estrogen receptor binding	+	0.7191	71.91%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	-	0.6171	61.71%
Glucocorticoid receptor binding	+	0.9025	90.25%
Aromatase binding	-	0.5107	51.07%
PPAR gamma	+	0.9002	90.02%
Honey bee toxicity	-	0.9848	98.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.82%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.61%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.18%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.12%	91.11%
CHEMBL240	Q12809	HERG	89.47%	89.76%
CHEMBL1907	P15144	Aminopeptidase N	88.25%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.96%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.92%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.84%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.59%	93.03%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.77%	96.37%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23628281
• LOTUS: LTS0190415
• wikiData: Q77310212