2-[1-(3,4-Dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0af3fd0b-3f7b-4613-8603-d2d0bfb4ca58
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 2-[1-(3,4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)heptan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1CCC(CC(CCC2=CC(=C(C=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(CC(CCC2=CC(=C(C=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C25H34O10/c26-13-21-22(31)23(32)24(33)25(35-21)34-18(9-4-15-5-10-19(29)20(30)11-15)12-17(28)8-3-14-1-6-16(27)7-2-14/h1-2,5-7,10-11,17-18,21-33H,3-4,8-9,12-13H2
• InChI Key: YPTMXINWVADWFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₀
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.21519728 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7258	72.58%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7740	77.40%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.5173	51.73%
P-glycoprotein inhibitior	-	0.5631	56.31%
P-glycoprotein substrate	-	0.6514	65.14%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	-	0.8597	85.97%
CYP2C9 inhibition	-	0.7819	78.19%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.8733	87.33%
CYP1A2 inhibition	-	0.8640	86.40%
CYP2C8 inhibition	+	0.5123	51.23%
CYP inhibitory promiscuity	-	0.8897	88.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7337	73.37%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8775	87.75%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.8468	84.68%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8174	81.74%
Acute Oral Toxicity (c)	III	0.7059	70.59%
Estrogen receptor binding	+	0.8041	80.41%
Androgen receptor binding	+	0.6734	67.34%
Thyroid receptor binding	+	0.5590	55.90%
Glucocorticoid receptor binding	-	0.5755	57.55%
Aromatase binding	+	0.6320	63.20%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.6030	60.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8187	81.87%

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	99.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.06%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.28%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.32%	95.89%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.31%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.09%	94.73%
CHEMBL3194	P02766	Transthyretin	87.79%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.55%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.92%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.81%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	85.97%	98.35%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.33%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.61%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.78%	95.93%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.11%	94.00%

Plants that contains it

• Tacca chantrieri

Cross-Links

• PubChem: 85388172
• LOTUS: LTS0011388
• wikiData: Q105351849