[3-[(1R,4R)-2,2-dimethyl-4-prop-1-en-2-ylcyclopentyl]-2,4,6-trihydroxyphenyl]-phenylmethanone

Details

• Internal ID: 4669c6c3-f656-4225-acda-8c31f418af29
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [3-[(1R,4R)-2,2-dimethyl-4-prop-1-en-2-ylcyclopentyl]-2,4,6-trihydroxyphenyl]-phenylmethanone
• SMILES (Canonical): CC(=C)C1CC(C(C1)(C)C)C2=C(C(=C(C=C2O)O)C(=O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC(=C)[C@@H]1C[C@H](C(C1)(C)C)C2=C(C(=C(C=C2O)O)C(=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C23H26O4/c1-13(2)15-10-16(23(3,4)12-15)19-17(24)11-18(25)20(22(19)27)21(26)14-8-6-5-7-9-14/h5-9,11,15-16,24-25,27H,1,10,12H2,2-4H3/t15-,16+/m1/s1
• InChI Key: BJMZANGURMWXHW-CVEARBPZSA-N
• Popularity: 0 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: 6.40
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5161	51.61%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.5769	57.69%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5982	59.82%
P-glycoprotein inhibitior	-	0.5074	50.74%
P-glycoprotein substrate	-	0.6677	66.77%
CYP3A4 substrate	+	0.5582	55.82%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	+	0.5623	56.23%
CYP2C9 inhibition	+	0.7780	77.80%
CYP2C19 inhibition	+	0.7700	77.00%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	+	0.7616	76.16%
CYP2C8 inhibition	+	0.5157	51.57%
CYP inhibitory promiscuity	+	0.8662	86.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7861	78.61%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.6607	66.07%
Skin irritation	-	0.7246	72.46%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8055	80.55%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5205	52.05%
skin sensitisation	-	0.6378	63.78%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7831	78.31%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.6349	63.49%
Androgen receptor binding	+	0.7271	72.71%
Thyroid receptor binding	+	0.5463	54.63%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	+	0.6119	61.19%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.9294	92.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.20%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	91.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.89%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.46%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.25%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.91%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.80%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%

Plants that contains it

• Hypericum patulum

Cross-Links

• PubChem: 162877971
• LOTUS: LTS0014520
• wikiData: Q104937186