Capilliposide II

Details

• Internal ID: fa8a2761-d65b-4f71-a4d8-baa200bf2621
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(3S,5S,6R)-6-[[(3S,4S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC6C(C(C(C(O6)C)OC(=O)C=CC7=CC=C(C=C7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1[C@@H](C([C@@H]([C@@H](O1)OC2[C@H]([C@@H](C(O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO[C@H]6[C@H](C([C@H](C(O6)C)OC(=O)/C=C/C7=CC=C(C=C7)O)O[C@H]8C([C@H]([C@@H](C(O8)CO)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H56O26/c1-17-30(55)34(59)37(62)46(66-17)74-44-36(61)32(57)27(70-48(44)73-42-33(58)29-24(53)13-23(52)14-25(29)68-41(42)20-6-10-22(51)11-7-20)16-65-45-39(64)43(72-47-38(63)35(60)31(56)26(15-49)69-47)40(18(2)67-45)71-28(54)12-5-19-3-8-21(50)9-4-19/h3-14,17-18,26-27,30-32,34-40,43-53,55-57,59-64H,15-16H2,1-2H3/b12-5+/t17?,18?,26?,27?,30-,31+,32+,34?,35-,36-,37-,38?,39-,40-,43?,44?,45+,46-,47-,48-/m0/s1
• InChI Key: IOVOORGRGZVFMK-NMGLIAIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆O₂₆
• Molecular Weight: 1048.90 g/mol
• Exact Mass: 1048.30598189 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.75
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

• Kaempferol 3-rhamnosyl-(1->2)-[glucosyl-(1->3)-(4'''-p-coumaroylrhamnosyl)-(1->6)-galactoside]
• LMPK12111971

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5301	53.01%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6044	60.44%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.8433	84.33%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7551	75.51%
P-glycoprotein inhibitior	+	0.7147	71.47%
P-glycoprotein substrate	+	0.7016	70.16%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.9038	90.38%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.9199	91.99%
CYP2C8 inhibition	+	0.8641	86.41%
CYP inhibitory promiscuity	-	0.7275	72.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.8468	84.68%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7040	70.40%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8902	89.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9391	93.91%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.6442	64.42%
Thyroid receptor binding	+	0.5729	57.29%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	+	0.7673	76.73%
Honey bee toxicity	-	0.6638	66.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9464	94.64%

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	99.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.16%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.89%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL3194	P02766	Transthyretin	94.24%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.77%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.48%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.68%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	89.88%	98.35%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.08%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.13%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	84.19%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.79%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.83%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.98%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.58%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.44%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.58%	80.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.37%	91.71%

Plants that contains it

• Lysimachia capillipes

Cross-Links

• PubChem: 44259041
• LOTUS: LTS0162449
• wikiData: Q105116937