3-Hydroxydehydrodaidzein

Details

• Internal ID: 48ab1161-a207-48de-9eb7-773ea2111b43
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones
• IUPAC Name: (3S)-3,7-dihydroxy-3-(4-hydroxyphenyl)-2H-chromen-4-one
• SMILES (Canonical): C1C(C(=O)C2=C(O1)C=C(C=C2)O)(C3=CC=C(C=C3)O)O
• SMILES (Isomeric): C1[C@](C(=O)C2=C(O1)C=C(C=C2)O)(C3=CC=C(C=C3)O)O
• InChI: InChI=1S/C15H12O5/c16-10-3-1-9(2-4-10)15(19)8-20-13-7-11(17)5-6-12(13)14(15)18/h1-7,16-17,19H,8H2/t15-/m1/s1
• InChI Key: YPKUKUGLAGJXEM-OAHLLOKOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.5266	52.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7920	79.20%
OATP2B1 inhibitior	-	0.5756	57.56%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.8596	85.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5192	51.92%
P-glycoprotein inhibitior	-	0.9461	94.61%
P-glycoprotein substrate	-	0.7608	76.08%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7225	72.25%
CYP3A4 inhibition	-	0.8349	83.49%
CYP2C9 inhibition	+	0.5530	55.30%
CYP2C19 inhibition	-	0.5617	56.17%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	-	0.6520	65.20%
CYP2C8 inhibition	-	0.7394	73.94%
CYP inhibitory promiscuity	-	0.7466	74.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5420	54.20%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.9665	96.65%
Skin irritation	-	0.6865	68.65%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9298	92.98%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.5215	52.15%
skin sensitisation	-	0.8601	86.01%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.4625	46.25%
Estrogen receptor binding	+	0.8722	87.22%
Androgen receptor binding	+	0.9093	90.93%
Thyroid receptor binding	+	0.7529	75.29%
Glucocorticoid receptor binding	+	0.8158	81.58%
Aromatase binding	+	0.7551	75.51%
PPAR gamma	+	0.7546	75.46%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7529	75.29%

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	98.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.37%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	86.74%	98.35%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.44%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.54%	90.93%
CHEMBL1951	P21397	Monoamine oxidase A	83.42%	91.49%
CHEMBL230	P35354	Cyclooxygenase-2	83.39%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.49%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.33%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.18%	93.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588441
• LOTUS: LTS0156583
• wikiData: Q105351728