6-O-Veratroylcatalpol

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b8cdedfc-47af-41b1-a322-67d97c67d782
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 3,4-dimethoxybenzoate
SMILES (Canonical)	COC1=C(C=C(C=C1)C(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC
SMILES (Isomeric)	COC1=C(C=C(C=C1)C(=O)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC
InChI	InChI=1S/C24H30O13/c1-31-12-4-3-10(7-13(12)32-2)21(30)35-19-11-5-6-33-22(15(11)24(9-26)20(19)37-24)36-23-18(29)17(28)16(27)14(8-25)34-23/h3-7,11,14-20,22-23,25-29H,8-9H2,1-2H3/t11-,14-,15-,16-,17+,18-,19+,20+,22+,23+,24-/m1/s1
InChI Key	JPLOCWOFCUFHBG-PIAIVMLOSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₀O₁₃
Molecular Weight	526.50 g/mol
Exact Mass	526.16864101 g/mol
Topological Polar Surface Area (TPSA)	186.00 Å²
XlogP	-1.00
Atomic LogP (AlogP)	-1.71
H-Bond Acceptor	13
H-Bond Donor	5
Rotatable Bonds	8

Synonyms

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6-O-Veratroylcatalpol

[(1S,2S,4S,5S,6R,10S)-2-(Hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 3,4-dimethoxybenzoate

6-O-Veratroyl Catalpol

6-O-Veratryl catalposide

CHEMBL2059078

DTXSID90972449

2-(Hexopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl 3,4-dimethoxybenzoate

beta-D-Glucopyranoside, 6-((3,4-dimethoxybenzoyl)oxy)-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-c)pyran-2-yl, (1aS-(1aalpha,1bbeta.,2.beta,5abeta,6beta,6aalpha))-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6196	61.96%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5607	56.07%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5775	57.75%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5359	53.59%
CYP3A4 substrate	+	0.6779	67.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.7564	75.64%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	+	0.6526	65.26%
CYP inhibitory promiscuity	-	0.7006	70.06%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4450	44.50%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.7157	71.57%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6197	61.97%
Acute Oral Toxicity (c)	III	0.5416	54.16%
Estrogen receptor binding	+	0.7645	76.45%
Androgen receptor binding	-	0.5289	52.89%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	-	0.4837	48.37%
PPAR gamma	+	0.6848	68.48%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.7344	73.44%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.03%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.77%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.65%	94.00%
CHEMBL4208	P20618	Proteasome component C5	92.21%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.55%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.17%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.53%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.84%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.96%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.98%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.88%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.08%	91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.