Cariphenone B

Details

• Internal ID: 08873085-646b-43fe-b42c-cad3fc18360e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-phenylmethanone
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)C(=O)C3=CC=CC=C3)OC(C=C2)(C)C)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)C(=O)C3=CC=CC=C3)OC(C=C2)(C)C)O
• InChI: InChI=1S/C19H18O4/c1-11-15(20)13-9-10-19(2,3)23-18(13)14(16(11)21)17(22)12-7-5-4-6-8-12/h4-10,20-21H,1-3H3
• InChI Key: MCPCRGFQHBZYPA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL456078
• (5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-phenylmethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.6840	68.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8118	81.18%
P-glycoprotein inhibitior	-	0.6057	60.57%
P-glycoprotein substrate	-	0.8502	85.02%
CYP3A4 substrate	-	0.5118	51.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8142	81.42%
CYP3A4 inhibition	+	0.6038	60.38%
CYP2C9 inhibition	+	0.6495	64.95%
CYP2C19 inhibition	+	0.5770	57.70%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	+	0.9432	94.32%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7503	75.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9885	98.85%
Eye irritation	+	0.8234	82.34%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7185	71.85%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.7396	73.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6510	65.10%
Acute Oral Toxicity (c)	III	0.7226	72.26%
Estrogen receptor binding	+	0.9291	92.91%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	+	0.7388	73.88%
Glucocorticoid receptor binding	+	0.8716	87.16%
Aromatase binding	+	0.6843	68.43%
PPAR gamma	+	0.8147	81.47%
Honey bee toxicity	-	0.9654	96.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	94.98%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.31%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.08%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.33%	87.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.07%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.36%	93.56%

Plants that contains it

• Hypericum carinatum

Cross-Links

• PubChem: 11358800
• NPASS: NPC42607
• LOTUS: LTS0043112
• wikiData: Q105161356