[4,6-Dihydroxy-2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]-phenylmethanone

Details

• Internal ID: ef506841-1a2b-43f4-b7dc-f6e7c505ad3c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [4,6-dihydroxy-2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-yl]-phenylmethanone
• SMILES (Canonical): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=CC=C3)O)CC(O2)C(C)(C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=CC=C3)O)CC(O2)C(C)(C)O)C
• InChI: InChI=1S/C23H26O5/c1-13(2)10-11-15-20(25)18(19(24)14-8-6-5-7-9-14)21(26)16-12-17(23(3,4)27)28-22(15)16/h5-10,17,25-27H,11-12H2,1-4H3
• InChI Key: CPSYTNBTYGUYDI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.5582	55.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8445	84.45%
P-glycoprotein inhibitior	+	0.6151	61.51%
P-glycoprotein substrate	-	0.7144	71.44%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.8528	85.28%
CYP2C9 inhibition	+	0.6473	64.73%
CYP2C19 inhibition	+	0.6590	65.90%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	+	0.7304	73.04%
CYP2C8 inhibition	+	0.5785	57.85%
CYP inhibitory promiscuity	+	0.8375	83.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.5133	51.33%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5540	55.40%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6527	65.27%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7963	79.63%
Acute Oral Toxicity (c)	III	0.4773	47.73%
Estrogen receptor binding	+	0.8389	83.89%
Androgen receptor binding	+	0.5690	56.90%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.8653	86.53%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	98.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.80%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	91.49%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.66%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.90%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.49%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.95%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%

Plants that contains it

• Vismia guianensis

Cross-Links

• PubChem: 22297869
• LOTUS: LTS0211182
• wikiData: Q104967733