Chermesinone B

Details

• Internal ID: e975d2be-4756-43af-82a1-d554a8bae8f0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (6aR,9S,9aS)-3,6a-dimethyl-9-[(2S)-2-methylbutanoyl]-9,9a-dihydrofuro[2,3-h]isochromene-6,8-dione
• InChI: InChI=1S/C18H20O5/c1-5-9(2)16(20)14-15-12-8-22-10(3)6-11(12)7-13(19)18(15,4)23-17(14)21/h6-9,14-15H,5H2,1-4H3/t9-,14-,15+,18-/m0/s1
• InChI Key: MZMGICPQNSXAGE-SRSSHDMCSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL1801780
• CHEBI:67397
• BDBM50347537
• Q27135857
• rel-(6aR,9S,9aS)-3,6a-Dimethyl-9-[(2S)-2-methylbutanoyl]-9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8740	87.40%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6577	65.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7618	76.18%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5975	59.75%
P-glycoprotein inhibitior	-	0.6483	64.83%
P-glycoprotein substrate	-	0.6808	68.08%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	+	0.5401	54.01%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.7925	79.25%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.7544	75.44%
CYP2C8 inhibition	-	0.5993	59.93%
CYP inhibitory promiscuity	+	0.5232	52.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4695	46.95%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.5460	54.60%
Skin corrosion	-	0.9016	90.16%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6907	69.07%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.6724	67.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6154	61.54%
Acute Oral Toxicity (c)	III	0.5803	58.03%
Estrogen receptor binding	+	0.6843	68.43%
Androgen receptor binding	+	0.6997	69.97%
Thyroid receptor binding	-	0.6375	63.75%
Glucocorticoid receptor binding	-	0.5160	51.60%
Aromatase binding	-	0.6212	62.12%
PPAR gamma	+	0.5350	53.50%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6047	60.47%
Fish aquatic toxicity	+	0.9764	97.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.09%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.77%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53355010
• LOTUS: LTS0034593
• wikiData: Q27135857