2-[(2S,2aS,8bS)-6-hydroxy-1,1,2,3,3-pentamethyl-2a,8b-dihydro-2H-cyclobuta[c]chromen-7-yl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 9eaa5834-0894-4bb1-a22a-f39ddd4e4f72
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 2-[(2S,2aS,8bS)-6-hydroxy-1,1,2,3,3-pentamethyl-2a,8b-dihydro-2H-cyclobuta[c]chromen-7-yl]-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C25H26O6/c1-11-22-23(24(11,2)3)14-8-13(15(27)9-19(14)31-25(22,4)5)18-10-17(29)21-16(28)6-12(26)7-20(21)30-18/h6-11,22-23,26-28H,1-5H3/t11-,22-,23-/m0/s1
• InChI Key: WOEBDCLYNHDBHY-JHWMDXGOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	+	0.5138	51.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8013	80.13%
OATP2B1 inhibitior	-	0.7052	70.52%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6066	60.66%
P-glycoprotein inhibitior	+	0.6317	63.17%
P-glycoprotein substrate	-	0.5269	52.69%
CYP3A4 substrate	+	0.6548	65.48%
CYP2C9 substrate	-	0.6020	60.20%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	+	0.5962	59.62%
CYP2C9 inhibition	+	0.6477	64.77%
CYP2C19 inhibition	+	0.6136	61.36%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.6678	66.78%
CYP2C8 inhibition	+	0.7714	77.14%
CYP inhibitory promiscuity	+	0.5732	57.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8274	82.74%
Skin irritation	-	0.7232	72.32%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4383	43.83%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5220	52.20%
Acute Oral Toxicity (c)	III	0.7310	73.10%
Estrogen receptor binding	+	0.8563	85.63%
Androgen receptor binding	+	0.8031	80.31%
Thyroid receptor binding	+	0.7630	76.30%
Glucocorticoid receptor binding	+	0.8619	86.19%
Aromatase binding	+	0.7266	72.66%
PPAR gamma	+	0.8101	81.01%
Honey bee toxicity	-	0.7653	76.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL3194	P02766	Transthyretin	90.04%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.52%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	88.72%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.27%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.16%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.45%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.27%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.10%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.98%	94.73%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 162909791
• LOTUS: LTS0263111
• wikiData: Q105309454