5-Hydroxy-3-[(4-hydroxyphenyl)methyl]-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: b32e0922-b7ad-4b1f-a1b3-a9994a145e29
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: 5-hydroxy-3-[(4-hydroxyphenyl)methyl]-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C28H34O14/c1-11-20(31)23(34)25(36)27(40-11)39-10-18-22(33)24(35)26(37)28(42-18)41-15-7-16(30)19-17(8-15)38-9-13(21(19)32)6-12-2-4-14(29)5-3-12/h2-5,7-8,11,13,18,20,22-31,33-37H,6,9-10H2,1H3
• InChI Key: UARWKNYMXIDMGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₄
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.19485575 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5888	58.88%
Caco-2	-	0.9037	90.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6682	66.82%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7040	70.40%
P-glycoprotein inhibitior	-	0.6575	65.75%
P-glycoprotein substrate	-	0.5186	51.86%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.9467	94.67%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8334	83.34%
CYP2C8 inhibition	+	0.6023	60.23%
CYP inhibitory promiscuity	-	0.7618	76.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.8269	82.69%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6435	64.35%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.9002	90.02%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7894	78.94%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.5709	57.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5688	56.88%
Aromatase binding	+	0.5181	51.81%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.7568	75.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.8524	85.24%

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	99.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.16%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.33%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.77%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.63%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.17%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.12%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.04%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.15%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.63%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.56%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.39%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.92%	96.69%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.61%	99.15%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.69%	85.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.42%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.03%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.30%	85.31%
CHEMBL5957	P21589	5'-nucleotidase	80.74%	97.78%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.24%	93.40%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.16%	91.71%

Plants that contains it

• Ledebouria floribunda

Cross-Links

• PubChem: 162944563
• LOTUS: LTS0132252
• wikiData: Q105269009