(3S)-3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-hydroxy-1-[(2S)-6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]propan-1-one

Details

• Internal ID: 8664dfd1-5439-470d-b8c9-a2997b4eb199
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: (3S)-3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-hydroxy-1-[(2S)-6-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]propan-1-one
• InChI: InChI=1S/C25H30O6/c1-24(2)8-7-15-9-14(5-6-21(15)31-24)18(26)12-19(27)17-10-16-11-23(25(3,4)29)30-22(16)13-20(17)28/h5-6,9-10,13,18,23,26,28-29H,7-8,11-12H2,1-4H3/t18-,23-/m0/s1
• InChI Key: ASZULYQAYUVSAR-MBSDFSHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₆
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.20423867 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 6
• 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	+	0.9814	98.14%
Caco-2	-	0.6892	68.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7815	78.15%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.8989	89.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8698	86.98%
P-glycoprotein inhibitior	+	0.5838	58.38%
P-glycoprotein substrate	-	0.5580	55.80%
CYP3A4 substrate	+	0.6338	63.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	-	0.8458	84.58%
CYP2C9 inhibition	-	0.7840	78.40%
CYP2C19 inhibition	-	0.8109	81.09%
CYP2D6 inhibition	-	0.8574	85.74%
CYP1A2 inhibition	+	0.5230	52.30%
CYP2C8 inhibition	+	0.4755	47.55%
CYP inhibitory promiscuity	-	0.7861	78.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5086	50.86%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4286	42.86%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7957	79.57%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	-	0.4917	49.17%
Thyroid receptor binding	+	0.5537	55.37%
Glucocorticoid receptor binding	+	0.6933	69.33%
Aromatase binding	+	0.6819	68.19%
PPAR gamma	+	0.7235	72.35%
Honey bee toxicity	-	0.7318	73.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9463	94.63%

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	99.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.49%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.27%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.01%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.48%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.98%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.04%	89.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.70%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.29%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.73%	93.99%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.59%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.46%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.18%	97.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.11%	85.00%
CHEMBL2535	P11166	Glucose transporter	81.65%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.39%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.64%	85.11%
CHEMBL340	P08684	Cytochrome P450 3A4	80.38%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.35%	99.15%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.18%	100.00%

Plants that contains it

• Dorstenia barteri

Cross-Links

• PubChem: 163098754
• LOTUS: LTS0172163
• wikiData: Q104918227