2-Butanoyl-4-[(8-butanoyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one

Details

• Internal ID: abd1d59a-d0fa-45c1-97db-6908d84486ac
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 2-butanoyl-4-[(8-butanoyl-5,7-dihydroxy-2,2-dimethylchromen-6-yl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• InChI: InChI=1S/C28H34O8/c1-7-9-17(29)19-22(32)15(21(31)14-11-12-27(3,4)36-24(14)19)13-16-23(33)20(18(30)10-8-2)26(35)28(5,6)25(16)34/h11-12,31-34H,7-10,13H2,1-6H3
• InChI Key: TYRGSQOBKQRXDI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₈
• Molecular Weight: 498.60 g/mol
• Exact Mass: 498.22536804 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.41
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• CHEBI:4719
• Q27106447

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	-	0.6208	62.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7520	75.20%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.7187	71.87%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7816	78.16%
P-glycoprotein inhibitior	-	0.4453	44.53%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.5237	52.37%
CYP2C9 inhibition	+	0.6207	62.07%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8281	82.81%
CYP1A2 inhibition	+	0.6722	67.22%
CYP2C8 inhibition	+	0.5371	53.71%
CYP inhibitory promiscuity	+	0.6919	69.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7455	74.55%
Skin irritation	-	0.7011	70.11%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8523	85.23%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.6974	69.74%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5900	59.00%
Acute Oral Toxicity (c)	III	0.5558	55.58%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	-	0.5230	52.30%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.7546	75.46%
Aromatase binding	+	0.7128	71.28%
PPAR gamma	+	0.6803	68.03%
Honey bee toxicity	-	0.8777	87.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	98.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.45%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.76%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.23%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.74%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	83.10%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	83.04%	89.63%
CHEMBL4040	P28482	MAP kinase ERK2	81.24%	83.82%

Plants that contains it

• Hypericum drummondii

Cross-Links

• PubChem: 441963
• LOTUS: LTS0223647
• wikiData: Q105267689