[(9S)-5,9-dihydroxy-2,2,8,8-tetramethyl-9,10-dihydropyrano[2,3-h]chromen-6-yl]-phenylmethanone

Details

• Internal ID: 9fc5941e-0713-41f0-b6d8-f7e2812ee859
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [(9S)-5,9-dihydroxy-2,2,8,8-tetramethyl-9,10-dihydropyrano[2,3-h]chromen-6-yl]-phenylmethanone
• InChI: InChI=1S/C23H24O5/c1-22(2)11-10-14-19(26)17(18(25)13-8-6-5-7-9-13)21-15(20(14)27-22)12-16(24)23(3,4)28-21/h5-11,16,24,26H,12H2,1-4H3/t16-/m0/s1
• InChI Key: PRRIYNVRPMDEFK-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• 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	+	0.6263	62.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9773	97.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7968	79.68%
P-glycoprotein inhibitior	+	0.6071	60.71%
P-glycoprotein substrate	-	0.6324	63.24%
CYP3A4 substrate	+	0.5945	59.45%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.7747	77.47%
CYP2D6 inhibition	-	0.7899	78.99%
CYP1A2 inhibition	+	0.5412	54.12%
CYP2C8 inhibition	+	0.6814	68.14%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5366	53.66%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.5692	56.92%
Skin irritation	-	0.6824	68.24%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6948	69.48%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6505	65.05%
Acute Oral Toxicity (c)	III	0.7169	71.69%
Estrogen receptor binding	+	0.9376	93.76%
Androgen receptor binding	+	0.6118	61.18%
Thyroid receptor binding	+	0.7350	73.50%
Glucocorticoid receptor binding	+	0.8567	85.67%
Aromatase binding	+	0.6737	67.37%
PPAR gamma	+	0.8135	81.35%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9556	95.56%

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	98.51%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	97.52%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.61%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.97%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.07%	89.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.42%	93.56%
CHEMBL4208	P20618	Proteasome component C5	81.00%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.55%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.52%	89.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.34%	94.62%

Plants that contains it

• Clusia ellipticifolia

Cross-Links

• PubChem: 163046299
• LOTUS: LTS0206566
• wikiData: Q105213883