Plantainoside B

Details

• Internal ID: 13716566-83c1-40c2-a911-37063aeae7b6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C23H26O11/c24-11-18-20(30)21(31)22(34-19(29)6-3-12-1-4-14(25)16(27)9-12)23(33-18)32-8-7-13-2-5-15(26)17(28)10-13/h1-6,9-10,18,20-28,30-31H,7-8,11H2/b6-3+/t18-,20-,21+,22-,23-/m1/s1
• InChI Key: BBKABLKRAVQMPE-FOXCETOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₁
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.14751164 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7105	71.05%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7288	72.88%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6069	60.69%
P-glycoprotein inhibitior	-	0.5646	56.46%
P-glycoprotein substrate	-	0.8546	85.46%
CYP3A4 substrate	+	0.5831	58.31%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.6315	63.15%
CYP2C19 inhibition	-	0.7975	79.75%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.8740	87.40%
CYP2C8 inhibition	+	0.6307	63.07%
CYP inhibitory promiscuity	-	0.6912	69.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7075	70.75%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.8351	83.51%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7477	74.77%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.7948	79.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9507	95.07%
Acute Oral Toxicity (c)	III	0.6895	68.95%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	+	0.5340	53.40%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.5655	56.55%
Aromatase binding	-	0.4926	49.26%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.7232	72.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8210	82.10%

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	99.59%	91.11%
CHEMBL3194	P02766	Transthyretin	95.81%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.74%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	93.70%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.45%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.27%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.34%	80.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.61%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.39%	96.37%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.81%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.37%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	82.05%	95.93%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.82%	95.56%

Plants that contains it

• Allium stipitatum
• Alstonia longifolia
• Angiopteris evecta
• Artemisia argentea
• Asphodeline damascena
• Brodiaea californica
• Cyathula tomentosa
• Echinostephia aculeata
• Eucalyptus kitsoniana
• Euphorbia antiquorum
• Exochorda racemosa subsp. giraldii
• Forsythia suspensa
• Forsythia viridissima
• Hemionitis lemmonii
• Himantoglossum hircinum
• Kopsia arborea
• Lepidophorum repandum
• Myristica malabarica
• Odontites vernus
• Plagiomnium cuspidatum
• Plantago asiatica
• Plantago major
• Plectranthus lanuginosus
• Populus yunnanensis
• Rhodanthe maryonii
• Rhododendron campylocarpum
• Sagina japonica
• Scabiosa comosa
• Scapania aequiloba
• Solanum dulcamara
• Spartium junceum
• Toddalia asiatica
• Vachellia lasiopetala

Cross-Links

• PubChem: 9847922
• NPASS: NPC75161
• LOTUS: LTS0060181
• wikiData: Q104922804