Plantasioside

Details

• Internal ID: bb91632b-0682-4fb3-b196-6fd6907f97f9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2S,4aR,6R,7S,8S,8aR)-2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-3,4a,6,7,8,8a-hexahydro-2H-pyrano[2,3-b][1,4]dioxin-6-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1C(OC2C(C(C(OC2O1)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)C4=CC(=C(C=C4)O)O
• SMILES (Isomeric): C1[C@@H](O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O1)COC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)C4=CC(=C(C=C4)O)O
• InChI: InChI=1S/C23H24O11/c24-13-4-1-11(7-15(13)26)2-6-19(28)31-10-18-20(29)21(30)22-23(34-18)32-9-17(33-22)12-3-5-14(25)16(27)8-12/h1-8,17-18,20-27,29-30H,9-10H2/b6-2+/t17-,18-,20-,21+,22-,23-/m1/s1
• InChI Key: PAPHRQZMDUSBBD-CILOSVJESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₁
• Molecular Weight: 476.40 g/mol
• Exact Mass: 476.13186158 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• CHEMBL228185

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7724	77.24%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7693	76.93%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6172	61.72%
P-glycoprotein inhibitior	-	0.6719	67.19%
P-glycoprotein substrate	-	0.8312	83.12%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.9613	96.13%
CYP2C9 inhibition	-	0.7154	71.54%
CYP2C19 inhibition	-	0.6303	63.03%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.8580	85.80%
CYP2C8 inhibition	+	0.5825	58.25%
CYP inhibitory promiscuity	-	0.6260	62.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.8116	81.16%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5091	50.91%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9440	94.40%
Acute Oral Toxicity (c)	III	0.4240	42.40%
Estrogen receptor binding	+	0.6984	69.84%
Androgen receptor binding	+	0.5802	58.02%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.6147	61.47%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6419	64.19%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9579	95.79%

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	99.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.30%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.30%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	91.67%	95.93%
CHEMBL3194	P02766	Transthyretin	91.54%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.40%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	89.79%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.47%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.48%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.89%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.12%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.38%	96.95%

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
• Fraxinus sieboldiana
• 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: 44423103
• NPASS: NPC78363
• ChEMBL: CHEMBL228185
• LOTUS: LTS0012177
• wikiData: Q105204660