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

Details

• Internal ID: 0990cd59-5fd0-4790-a7aa-b18611c38f4f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [4,6-dihydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]-phenylmethanone
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)CC(O2)C(C)(C)O)C(=O)C3=CC=CC=C3)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)CC(O2)C(C)(C)O)C(=O)C3=CC=CC=C3)O)C
• InChI: InChI=1S/C23H26O5/c1-13(2)10-11-15-20(25)16-12-17(23(3,4)27)28-22(16)18(21(15)26)19(24)14-8-6-5-7-9-14/h5-10,17,25-27H,11-12H2,1-4H3
• InChI Key: WJJRDCKWHJDYTN-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	-	0.5418	54.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8606	86.06%
P-glycoprotein inhibitior	+	0.6358	63.58%
P-glycoprotein substrate	-	0.7194	71.94%
CYP3A4 substrate	+	0.5497	54.97%
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	+	0.6607	66.07%
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	+	0.5805	58.05%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5844	58.44%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6527	65.27%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8405	84.05%
Acute Oral Toxicity (c)	III	0.4773	47.73%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	+	0.5573	55.73%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.7487	74.87%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.8968	89.68%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.32%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.78%	89.34%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.87%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.83%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%

Plants that contains it

• Vismia guianensis

Cross-Links

• PubChem: 102370901
• LOTUS: LTS0000974
• wikiData: Q105306837