(3S)-3-[3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4,5-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 1b002833-8f45-4389-a989-fd4adfe8b980
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
• IUPAC Name: (3S)-3-[3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4,5-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1(C(O1)CC2=C(C(=CC(=C2)C3COC4=CC(=CC(=C4C3=O)O)O)O)O)C
• SMILES (Isomeric): CC1([C@H](O1)CC2=C(C(=CC(=C2)[C@H]3COC4=CC(=CC(=C4C3=O)O)O)O)O)C
• InChI: InChI=1S/C20H20O7/c1-20(2)16(27-20)5-10-3-9(4-14(23)18(10)24)12-8-26-15-7-11(21)6-13(22)17(15)19(12)25/h3-4,6-7,12,16,21-24H,5,8H2,1-2H3/t12-,16-/m1/s1
• InChI Key: LSWDODWEFUHTNQ-MLGOLLRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8751	87.51%
Caco-2	-	0.5330	53.30%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7478	74.78%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7262	72.62%
P-glycoprotein inhibitior	-	0.7712	77.12%
P-glycoprotein substrate	-	0.6817	68.17%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	-	0.7485	74.85%
CYP2C9 inhibition	-	0.7782	77.82%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.6229	62.29%
CYP2C8 inhibition	+	0.6472	64.72%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6724	67.24%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6988	69.88%
Skin irritation	-	0.7751	77.51%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7131	71.31%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8274	82.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.9384	93.84%
Androgen receptor binding	+	0.8198	81.98%
Thyroid receptor binding	+	0.7344	73.44%
Glucocorticoid receptor binding	+	0.8947	89.47%
Aromatase binding	+	0.6991	69.91%
PPAR gamma	+	0.8250	82.50%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9429	94.29%

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	99.72%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.01%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.84%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.27%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.20%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.25%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.91%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.12%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.87%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.45%	85.11%
CHEMBL4208	P20618	Proteasome component C5	85.26%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.38%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.14%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.74%	96.12%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.38%	97.28%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.18%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.29%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	80.25%	94.75%

Plants that contains it

• Bolusanthus speciosus

Cross-Links

• PubChem: 162928165
• LOTUS: LTS0134635
• wikiData: Q105156789