Isomartynoside

Details

• Internal ID: 8f6b6fd1-9667-4510-8150-aeeda400cf89
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCCC3=CC(=C(C=C3)OC)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OCCC3=CC(=C(C=C3)OC)O)COC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O)O)O)O
• InChI: InChI=1S/C31H40O15/c1-15-24(35)26(37)27(38)31(44-15)46-29-25(36)22(14-43-23(34)9-6-16-4-7-18(32)21(13-16)41-3)45-30(28(29)39)42-11-10-17-5-8-20(40-2)19(33)12-17/h4-9,12-13,15,22,24-33,35-39H,10-11,14H2,1-3H3/b9-6+/t15-,22+,24-,25+,26+,27+,28+,29-,30+,31-/m0/s1
• InChI Key: NFTBVWKAIZBSRS-ZXLVUZSHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₅
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.23672056 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.41
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

• 94410-22-7
• [(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CHEMBL3359820
• HY-N3470
• AKOS040762818
• CS-0024324
• E88965
• -D-Glucopyranoside, 2-(3-hydroxy-4-methoxyphenyl)ethyl 3-O-(6-deoxy--L-mannopyranosyl)-, 6-[3-(4-hydroxy-3-methoxyphenyl)-2-propenoate], (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7485	74.85%
Caco-2	-	0.8988	89.88%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7443	74.43%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8100	81.00%
P-glycoprotein inhibitior	-	0.4746	47.46%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6658	66.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.7805	78.05%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.8746	87.46%
CYP2C8 inhibition	+	0.8251	82.51%
CYP inhibitory promiscuity	-	0.7303	73.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6501	65.01%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.8529	85.29%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3751	37.51%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.8841	88.41%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9613	96.13%
Acute Oral Toxicity (c)	III	0.7764	77.64%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	-	0.5436	54.36%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	+	0.5198	51.98%
PPAR gamma	+	0.7079	70.79%
Honey bee toxicity	-	0.7229	72.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8236	82.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.08%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.65%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.35%	96.00%
CHEMBL3194	P02766	Transthyretin	95.64%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.37%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.90%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.57%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.58%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.32%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.98%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.59%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.69%	97.36%

Plants that contains it

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

Cross-Links

• PubChem: 91895373
• NPASS: NPC207260
• LOTUS: LTS0003736
• wikiData: Q105178667