Plantamajoside

Details

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	130c6523-f05a-4ab9-8681-2935eedfeacc
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name	[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)	C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
InChI	InChI=1S/C29H36O16/c30-11-19-22(37)23(38)24(39)29(42-19)45-27-25(40)28(41-8-7-14-2-5-16(33)18(35)10-14)43-20(12-31)26(27)44-21(36)6-3-13-1-4-15(32)17(34)9-13/h1-6,9-10,19-20,22-35,37-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1
InChI Key	KFEFLPDKISUVNR-QJEHNBJNSA-N
Popularity	32 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₃₆O₁₆
Molecular Weight	640.60 g/mol
Exact Mass	640.20033506 g/mol
Topological Polar Surface Area (TPSA)	266.00 Å²
XlogP	-1.00
Atomic LogP (AlogP)	-2.04
H-Bond Acceptor	16
H-Bond Donor	10
Rotatable Bonds	11

Synonyms

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104777-68-6

Y0160

C10485

Purpureaside A

(2R,3R,4R,5R,6R)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate

(E)-(2R,3R,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl 3-(3,4-dihydroxyphenyl)acrylate

AC1NQZ35

Plantamoside

Purpureasid-A

[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

There are more than 10 synonyms. If you wish to see them all click here.

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	-	0.7792	77.92%
Caco-2	-	0.9145	91.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7114	71.14%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7408	74.08%
P-glycoprotein inhibitior	-	0.5273	52.73%
P-glycoprotein substrate	-	0.7711	77.11%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.7218	72.18%
CYP2C19 inhibition	-	0.8429	84.29%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	+	0.6931	69.31%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.8373	83.73%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7149	71.49%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9339	93.39%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.7822	78.22%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	-	0.5195	51.95%
Aromatase binding	+	0.5394	53.94%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7871	78.71%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.73%	91.11%
CHEMBL3194	P02766	Transthyretin	95.06%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.84%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.19%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.72%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.30%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.64%	94.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.30%	96.37%
CHEMBL2581	P07339	Cathepsin D	85.69%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	85.21%	91.49%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.14%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%

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.

Asphodeline damascena

Echinostephia aculeata

Eucalyptus kitsoniana

Euphorbia antiquorum