Clusiaphenone A

Details

• Internal ID: ea05b4d9-f230-47ae-9425-3da367abc384
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (5-hydroxy-2,2,8,8-tetramethylpyrano[2,3-f]chromen-6-yl)-phenylmethanone
• SMILES (Canonical): CC1(C=CC2=C(C(=C3C(=C2O1)C=CC(O3)(C)C)C(=O)C4=CC=CC=C4)O)C
• SMILES (Isomeric): CC1(C=CC2=C(C(=C3C(=C2O1)C=CC(O3)(C)C)C(=O)C4=CC=CC=C4)O)C
• InChI: InChI=1S/C23H22O4/c1-22(2)12-10-15-19(25)17(18(24)14-8-6-5-7-9-14)21-16(20(15)26-22)11-13-23(3,4)27-21/h5-13,25H,1-4H3
• InChI Key: PLDOASCNEBDSKY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₄
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (5-hydroxy-2,2,8,8-tetramethyl-pyrano[2,3-f]chromen-6-yl)-phenyl-methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6732	67.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8807	88.07%
P-glycoprotein inhibitior	+	0.7722	77.22%
P-glycoprotein substrate	-	0.8859	88.59%
CYP3A4 substrate	-	0.5400	54.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8142	81.42%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6306	63.06%
CYP2C19 inhibition	+	0.5189	51.89%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	+	0.7553	75.53%
CYP2C8 inhibition	+	0.4780	47.80%
CYP inhibitory promiscuity	-	0.5343	53.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4896	48.96%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.8703	87.03%
Skin irritation	-	0.6653	66.53%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3703	37.03%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6038	60.38%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.9507	95.07%
Androgen receptor binding	+	0.5683	56.83%
Thyroid receptor binding	+	0.8445	84.45%
Glucocorticoid receptor binding	+	0.9107	91.07%
Aromatase binding	+	0.8147	81.47%
PPAR gamma	+	0.8411	84.11%
Honey bee toxicity	-	0.9608	96.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	97.16%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.94%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.60%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.73%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.22%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.43%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.86%	94.73%

Plants that contains it

• Clusia ellipticifolia
• Clusia sandiensis

Cross-Links

• PubChem: 15690588
• LOTUS: LTS0126227
• wikiData: Q104397466