(E)-1-[(2S)-5,8-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 0724552d-9e7d-4e0f-8c29-edd7d92da231
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-[(2S)-5,8-dihydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C25H26O5/c1-16(2)5-4-13-25(3)14-12-19-23(29)20(15-22(28)24(19)30-25)21(27)11-8-17-6-9-18(26)10-7-17/h5-12,14-15,26,28-29H,4,13H2,1-3H3/b11-8+/t25-/m0/s1
• InChI Key: ITXSNJVBFNJNNX-HGJFNOKFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	-	0.7417	74.17%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.7554	75.54%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9875	98.75%
P-glycoprotein inhibitior	+	0.7116	71.16%
P-glycoprotein substrate	-	0.5688	56.88%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.8036	80.36%
CYP2C9 inhibition	-	0.5273	52.73%
CYP2C19 inhibition	+	0.5107	51.07%
CYP2D6 inhibition	-	0.7560	75.60%
CYP1A2 inhibition	+	0.8040	80.40%
CYP2C8 inhibition	+	0.7817	78.17%
CYP inhibitory promiscuity	+	0.5314	53.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.7422	74.22%
Skin irritation	-	0.6786	67.86%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3605	36.05%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.6792	67.92%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8650	86.50%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	+	0.8834	88.34%
Androgen receptor binding	+	0.7917	79.17%
Thyroid receptor binding	+	0.6016	60.16%
Glucocorticoid receptor binding	+	0.8506	85.06%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	+	0.8341	83.41%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	99.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.03%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.70%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.90%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.40%	93.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.72%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.02%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.60%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.36%	91.71%
CHEMBL3194	P02766	Transthyretin	83.36%	90.71%

Plants that contains it

• Flemingia grahamiana

Cross-Links

• PubChem: 154496563
• LOTUS: LTS0157859
• wikiData: Q105120358