5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-7-methoxy-3-[(4-methoxyphenyl)methyl]-2H-chromen-4-one

Details

• Internal ID: 438248e7-2c1e-432a-8d9d-62df5426b634
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans
• IUPAC Name: 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-7-methoxy-3-[(4-methoxyphenyl)methyl]-2H-chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=CC4=C3C(=O)C(CO4)(CC5=CC=C(C=C5)OC)O)OC)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=CC4=C3C(=O)C(CO4)(CC5=CC=C(C=C5)OC)O)OC)CO)O)O)O)O)O
• InChI: InChI=1S/C30H38O15/c1-13-21(32)23(34)25(36)28(42-13)45-26-24(35)22(33)19(11-31)44-29(26)43-18-9-16(40-3)8-17-20(18)27(37)30(38,12-41-17)10-14-4-6-15(39-2)7-5-14/h4-9,13,19,21-26,28-29,31-36,38H,10-12H2,1-3H3
• InChI Key: CKEGVHWMGXJGHK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₅
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.22107050 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5235	52.35%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.4512	45.12%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7801	78.01%
P-glycoprotein inhibitior	-	0.4771	47.71%
P-glycoprotein substrate	-	0.5148	51.48%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.9580	95.80%
CYP2C9 inhibition	-	0.9664	96.64%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	+	0.5089	50.89%
CYP inhibitory promiscuity	-	0.9280	92.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.8289	82.89%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4179	41.79%
Micronuclear	+	0.5533	55.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8976	89.76%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7957	79.57%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.6176	61.76%
Thyroid receptor binding	-	0.4880	48.80%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.7036	70.36%
Honey bee toxicity	-	0.7085	70.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4115	41.15%

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	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.79%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.07%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.99%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.16%	95.89%
CHEMBL4208	P20618	Proteasome component C5	92.17%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.56%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.36%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.20%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.18%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.61%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.73%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.98%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.36%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	85.76%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.88%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.19%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.00%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.96%	86.92%

Plants that contains it

• Albuca bracteata

Cross-Links

• PubChem: 85404215
• LOTUS: LTS0031854
• wikiData: Q104962210