(8R,9R)-5-methoxy-8,9-dimethyl-6-(3-methylbut-2-enyl)-4-phenyl-8,9-dihydropyrano[2,3-f]chromene-2,10-dione

Details

• Internal ID: 35aa8607-2ceb-47a8-9856-1b91f1bc9022
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (8R,9R)-5-methoxy-8,9-dimethyl-6-(3-methylbut-2-enyl)-4-phenyl-8,9-dihydropyrano[2,3-f]chromene-2,10-dione
• InChI: InChI=1S/C26H26O5/c1-14(2)11-12-18-24(29-5)21-19(17-9-7-6-8-10-17)13-20(27)31-26(21)22-23(28)15(3)16(4)30-25(18)22/h6-11,13,15-16H,12H2,1-5H3/t15-,16-/m1/s1
• InChI Key: DJQOFJYLUOKIRR-HZPDHXFCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₅
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.17802393 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.8153	81.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7623	76.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.8451	84.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9502	95.02%
P-glycoprotein inhibitior	+	0.9307	93.07%
P-glycoprotein substrate	-	0.7219	72.19%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	+	0.6201	62.01%
CYP2D6 substrate	-	0.8386	83.86%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	+	0.7008	70.08%
CYP2C19 inhibition	+	0.7130	71.30%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.5120	51.20%
CYP2C8 inhibition	+	0.6437	64.37%
CYP inhibitory promiscuity	+	0.8718	87.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8431	84.31%
Skin irritation	-	0.7972	79.72%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.5160	51.60%
Human Ether-a-go-go-Related Gene inhibition	+	0.7195	71.95%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	+	0.7746	77.46%
Androgen receptor binding	+	0.8319	83.19%
Thyroid receptor binding	-	0.5162	51.62%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.5236	52.36%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	97.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.50%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.76%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.49%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.82%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.71%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.02%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.63%	93.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.23%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 15381982
• LOTUS: LTS0088484
• wikiData: Q104982644