(E)-1-[2,4-dihydroxy-3-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]phenyl]-3-(2-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 6783ef49-69ff-472d-b81a-1b33aabd8059
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]phenyl]-3-(2-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(=CCC(CC1=C(C=CC(=C1O)C(=O)C=CC2=CC=CC=C2O)O)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@@H](CC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=CC=C2O)O)C(=C)C)C
• InChI: InChI=1S/C25H28O4/c1-16(2)9-10-19(17(3)4)15-21-24(28)14-12-20(25(21)29)23(27)13-11-18-7-5-6-8-22(18)26/h5-9,11-14,19,26,28-29H,3,10,15H2,1-2,4H3/b13-11+/t19-/m0/s1
• InChI Key: MLRYCHSAJGGCTE-BPOBUFBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19875937 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.6213	62.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7820	78.20%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9447	94.47%
P-glycoprotein inhibitior	+	0.7278	72.78%
P-glycoprotein substrate	-	0.7146	71.46%
CYP3A4 substrate	+	0.5385	53.85%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	+	0.6871	68.71%
CYP2C9 inhibition	+	0.8894	88.94%
CYP2C19 inhibition	+	0.9227	92.27%
CYP2D6 inhibition	-	0.7388	73.88%
CYP1A2 inhibition	+	0.9017	90.17%
CYP2C8 inhibition	+	0.4941	49.41%
CYP inhibitory promiscuity	+	0.9008	90.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7872	78.72%
Carcinogenicity (trinary)	Non-required	0.7776	77.76%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8369	83.69%
Skin irritation	-	0.7602	76.02%
Skin corrosion	-	0.8431	84.31%
Ames mutagenesis	-	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8397	83.97%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.6261	62.61%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5754	57.54%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	+	0.8827	88.27%
Androgen receptor binding	+	0.5846	58.46%
Thyroid receptor binding	+	0.7013	70.13%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	+	0.6029	60.29%
PPAR gamma	+	0.8259	82.59%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	98.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.24%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.94%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%

Plants that contains it

• Ammodendron bifolium
• Sophora alopecuroides

Cross-Links

• PubChem: 163185433
• LOTUS: LTS0111451
• wikiData: Q105167013