Hyperguinone B

Details

• Internal ID: 5a5128fd-e019-4a9e-af8e-4e98774ccaa2
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)chromen-7-one
• SMILES (Canonical): CC(C)C(=O)C1=C(C2=C(C(C1=O)(C)CC=C(C)C)OC(C=C2)(C)C)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C2=C(C(C1=O)(C)CC=C(C)C)OC(C=C2)(C)C)O
• InChI: InChI=1S/C21H28O4/c1-12(2)8-11-21(7)18(24)15(16(22)13(3)4)17(23)14-9-10-20(5,6)25-19(14)21/h8-10,13,23H,11H2,1-7H3
• InChI Key: IRGGCBUAOOSPAD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL459406
• CHEMBL459417
• 5-hydroxy-2,2,8-trimethyl-8-(3-methylbut-2-enyl)-6-(2-methylpropanoyl)chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8028	80.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6675	66.75%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6639	66.39%
P-glycoprotein inhibitior	-	0.7328	73.28%
P-glycoprotein substrate	-	0.7511	75.11%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.7061	70.61%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.7547	75.47%
CYP2C8 inhibition	-	0.8449	84.49%
CYP inhibitory promiscuity	-	0.6868	68.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5600	56.00%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.6167	61.67%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4865	48.65%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5477	54.77%
skin sensitisation	-	0.5899	58.99%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.6426	64.26%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	-	0.5178	51.78%
Thyroid receptor binding	+	0.7151	71.51%
Glucocorticoid receptor binding	+	0.6175	61.75%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	+	0.7937	79.37%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.48%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	91.68%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.37%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.35%	96.09%

Plants that contains it

• Hypericum papuanum

Cross-Links

• PubChem: 10337575
• LOTUS: LTS0152109
• wikiData: Q105118813