3'-Hydroxydaidzin

Details

• Internal ID: 2803bdb4-fdab-4164-998b-7702a68b586e
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C21H20O10/c22-7-16-18(26)19(27)20(28)21(31-16)30-10-2-3-11-15(6-10)29-8-12(17(11)25)9-1-4-13(23)14(24)5-9/h1-6,8,16,18-24,26-28H,7H2/t16-,18-,19+,20-,21-/m1/s1
• InChI Key: KSBKFMPADQUMTG-QNDFHXLGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.10564683 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• SCHEMBL3348198
• J3.659.878F
• 3-(3,4-dihydroxyphenyl)-7-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl) oxy)-4h-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9475	94.75%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5837	58.37%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5703	57.03%
P-glycoprotein inhibitior	-	0.7514	75.14%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.6011	60.11%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8678	86.78%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6073	60.73%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7091	70.91%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	+	0.5943	59.43%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.8218	82.18%

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	99.80%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.81%	99.15%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.23%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.59%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.88%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.99%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.50%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.90%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.27%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.67%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.62%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.46%	95.53%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.65%	91.71%
CHEMBL226	P30542	Adenosine A1 receptor	81.63%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	81.60%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.21%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	80.92%	93.31%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.69%	95.83%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Phyllolobium chinense
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 68607439
• NPASS: NPC78192
• LOTUS: LTS0061797
• wikiData: Q105145341