(2S)-2,3-Dihydrotephroglabrin

Details

• Internal ID: 9d7b207f-a990-4e3a-bd6c-75e42dc0c6b1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-8-(5,5-dimethyl-4-oxofuran-3-yl)-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C22H20O5/c1-22(2)21(24)15(12-26-22)19-17(25-3)10-9-14-16(23)11-18(27-20(14)19)13-7-5-4-6-8-13/h4-10,12,18H,11H2,1-3H3/t18-/m0/s1
• InChI Key: MWZIKFXFEIAQDO-SFHVURJKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₅
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• RefChem:68920
• (2S)-8-(5,5-dimethyl-4-oxofuran-3-yl)-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• CHEMBL2408951

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7397	73.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8910	89.10%
P-glycoprotein inhibitior	+	0.6711	67.11%
P-glycoprotein substrate	-	0.7381	73.81%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.7541	75.41%
CYP3A4 inhibition	+	0.9266	92.66%
CYP2C9 inhibition	+	0.5382	53.82%
CYP2C19 inhibition	+	0.8452	84.52%
CYP2D6 inhibition	-	0.8211	82.11%
CYP1A2 inhibition	-	0.6677	66.77%
CYP2C8 inhibition	+	0.6603	66.03%
CYP inhibitory promiscuity	+	0.8528	85.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5130	51.30%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8774	87.74%
Skin irritation	-	0.8047	80.47%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	-	0.7345	73.45%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6419	64.19%
Acute Oral Toxicity (c)	III	0.5557	55.57%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.6897	68.97%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.7785	77.85%
Aromatase binding	-	0.6894	68.94%
PPAR gamma	+	0.6244	62.44%
Honey bee toxicity	-	0.7671	76.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5826	58.26%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.83%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.56%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.22%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.77%	85.14%
CHEMBL5028	O14672	ADAM10	81.44%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%

Plants that contains it

• Indigofera spicata

Cross-Links

• PubChem: 72189489
• NPASS: NPC471285
• ChEMBL: CHEMBL2408951