Clusiaphenone B

Details

• Internal ID: ab7b5d1b-5a3f-45f7-94c3-cbedb5bbece8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[2,4,6-trihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]methanone
• SMILES (Canonical): CC(=CCC1=C(C(=C(C(=C1O)C(=O)C2=CC=CC=C2)O)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C(=C1O)C(=O)C2=CC=CC=C2)O)CC=C(C)C)O)C
• InChI: InChI=1S/C23H26O4/c1-14(2)10-12-17-21(25)18(13-11-15(3)4)23(27)19(22(17)26)20(24)16-8-6-5-7-9-16/h5-11,25-27H,12-13H2,1-4H3
• InChI Key: DGDGUAUJFQUJRX-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• SCHEMBL24074940

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6174	61.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8355	83.55%
OATP2B1 inhibitior	+	0.5690	56.90%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8006	80.06%
P-glycoprotein inhibitior	+	0.5868	58.68%
P-glycoprotein substrate	-	0.8985	89.85%
CYP3A4 substrate	-	0.6654	66.54%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8050	80.50%
CYP3A4 inhibition	+	0.5094	50.94%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	+	0.9239	92.39%
CYP2D6 inhibition	-	0.7341	73.41%
CYP1A2 inhibition	+	0.8646	86.46%
CYP2C8 inhibition	-	0.7281	72.81%
CYP inhibitory promiscuity	+	0.8902	89.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7872	78.72%
Carcinogenicity (trinary)	Non-required	0.7799	77.99%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.7603	76.03%
Skin irritation	-	0.7774	77.74%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5623	56.23%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6572	65.72%
Acute Oral Toxicity (c)	III	0.7077	70.77%
Estrogen receptor binding	+	0.8498	84.98%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.7675	76.75%
Aromatase binding	+	0.5208	52.08%
PPAR gamma	+	0.9368	93.68%
Honey bee toxicity	-	0.9760	97.60%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.20%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.32%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.81%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.16%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.23%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.18%	94.62%

Plants that contains it

• Clusia sandiensis
• Garcinia dulcis
• Helichrysum moeserianum
• Helichrysum spiralepis

Cross-Links

• PubChem: 14282626
• NPASS: NPC63335
• LOTUS: LTS0269770
• wikiData: Q104978609