Chrysamide B

Details

• Internal ID: a0de46ff-9bf4-4207-9ad0-e10b05a31046
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Nitrobenzenes
• IUPAC Name: [(2R,5R)-2,5-dimethyl-4-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]piperazin-1-yl]-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxiran-2-yl]methanone
• InChI: InChI=1S/C26H28N4O8/c1-15-13-28(24(32)26(4)22(38-26)18-7-11-20(12-8-18)30(35)36)16(2)14-27(15)23(31)25(3)21(37-25)17-5-9-19(10-6-17)29(33)34/h5-12,15-16,21-22H,13-14H2,1-4H3/t15-,16-,21-,22-,25+,26+/m1/s1
• InChI Key: PNZUHMALUWDEMC-AENRNCCWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₄O₈
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.19071386 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 1973425-92-1
• [(2R,5R)-2,5-dimethyl-4-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]piperazin-1-yl]-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxiran-2-yl]methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7915	79.15%
Caco-2	-	0.7828	78.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5417	54.17%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7576	75.76%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	+	0.5992	59.92%
CYP2C9 substrate	-	0.8098	80.98%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.5721	57.21%
CYP2C9 inhibition	-	0.5685	56.85%
CYP2C19 inhibition	-	0.5403	54.03%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	-	0.7927	79.27%
CYP2C8 inhibition	-	0.8962	89.62%
CYP inhibitory promiscuity	+	0.5392	53.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Danger	0.3705	37.05%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	III	0.6335	63.35%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	+	0.8200	82.00%
Thyroid receptor binding	+	0.6322	63.22%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.6486	64.86%
PPAR gamma	+	0.5881	58.81%
Honey bee toxicity	-	0.9606	96.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9658	96.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.03%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132515915
• LOTUS: LTS0158143
• wikiData: Q77384407