(2R,3S)-5-hydroxy-2,3,8,8-tetramethyl-6-(1-phenylethenyl)-2,3-dihydropyrano[2,3-h]chromen-4-one

Details

• Internal ID: 32c98c5c-421a-4aaa-9abf-13d128513d44
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (2R,3S)-5-hydroxy-2,3,8,8-tetramethyl-6-(1-phenylethenyl)-2,3-dihydropyrano[2,3-h]chromen-4-one
• InChI: InChI=1S/C24H24O4/c1-13-15(3)27-22-17-11-12-24(4,5)28-23(17)18(21(26)19(22)20(13)25)14(2)16-9-7-6-8-10-16/h6-13,15,26H,2H2,1,3-5H3/t13-,15+/m0/s1
• InChI Key: CLZBUZYFEDJSCK-DZGCQCFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₄
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.7331	73.31%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7967	79.67%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8465	84.65%
P-glycoprotein inhibitior	+	0.7318	73.18%
P-glycoprotein substrate	-	0.6618	66.18%
CYP3A4 substrate	+	0.5891	58.91%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	+	0.6542	65.42%
CYP2C9 inhibition	+	0.6360	63.60%
CYP2C19 inhibition	+	0.8258	82.58%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	+	0.6486	64.86%
CYP2C8 inhibition	+	0.6077	60.77%
CYP inhibitory promiscuity	+	0.6767	67.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5974	59.74%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.5338	53.38%
Skin irritation	-	0.6616	66.16%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4122	41.22%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.6139	61.39%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	+	0.8682	86.82%
Androgen receptor binding	+	0.6204	62.04%
Thyroid receptor binding	+	0.7115	71.15%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.6897	68.97%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	98.41%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.46%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.17%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.02%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.86%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.16%	95.50%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 5318576
• NPASS: NPC40897
• LOTUS: LTS0028538
• wikiData: Q104964135