2-[(4-Hydroxy-3-methoxyphenyl)methyl]-3-[hydroxy-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]cyclopentan-1-one

Details

• Internal ID: a2c3e002-d1ca-4e1b-a3bd-feaac25bc7ca
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 2-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[hydroxy-[3-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]cyclopentan-1-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2C(CCC2=O)C(C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2C(CCC2=O)C(C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O
• InChI: InChI=1S/C27H34O11/c1-35-20-10-13(3-6-18(20)30)9-16-15(5-7-17(16)29)23(31)14-4-8-19(21(11-14)36-2)37-27-26(34)25(33)24(32)22(12-28)38-27/h3-4,6,8,10-11,15-16,22-28,30-34H,5,7,9,12H2,1-2H3
• InChI Key: BXHZZABZKYYAKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₁
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.21011190 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6093	60.93%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4940	49.40%
P-glycoprotein inhibitior	-	0.5069	50.69%
P-glycoprotein substrate	-	0.5846	58.46%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.7631	76.31%
CYP2C9 inhibition	-	0.7157	71.57%
CYP2C19 inhibition	-	0.6942	69.42%
CYP2D6 inhibition	-	0.8726	87.26%
CYP1A2 inhibition	-	0.6433	64.33%
CYP2C8 inhibition	+	0.6217	62.17%
CYP inhibitory promiscuity	-	0.7216	72.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7949	79.49%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.8459	84.59%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.6940	69.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8076	80.76%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8612	86.12%
Acute Oral Toxicity (c)	III	0.6970	69.70%
Estrogen receptor binding	+	0.7352	73.52%
Androgen receptor binding	+	0.6061	60.61%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6224	62.24%
Aromatase binding	-	0.5359	53.59%
PPAR gamma	+	0.6466	64.66%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8852	88.52%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.01%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.91%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.22%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.50%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.82%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.80%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.36%	92.62%
CHEMBL2535	P11166	Glucose transporter	90.35%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.08%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.49%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.12%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	81.53%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.45%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.53%	99.15%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Eutrema salsugineum

Cross-Links

• PubChem: 162870792
• LOTUS: LTS0152919
• wikiData: Q104948024