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NCGC00169094-03_C30H38O15_beta-D-Glucopyranoside, (1aS,1bS,2S,5aR,6S,6aS)-6-[[6-deoxy-3-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-alpha-L-mannopyranosyl]oxy]-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl

Table of Contents

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 8aeaa33a-40d6-4b34-addc-a0e2ad87d2ac
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(2S,3R,4R,5S,6S)-3,5-dihydroxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H38O15/c1-13-19(34)25(42-17(33)8-7-14-5-3-2-4-6-14)23(38)29(40-13)43-24-15-9-10-39-27(18(15)30(12-32)26(24)45-30)44-28-22(37)21(36)20(35)16(11-31)41-28/h2-10,13,15-16,18-29,31-32,34-38H,11-12H2,1H3/b8-7+/t13-,15+,16+,18+,19-,20+,21-,22+,23+,24-,25+,26-,27-,28-,29-,30+/m0/s1
InChI Key VKPCNUJDGKJSIE-HUSRUCGJSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O15
Molecular Weight 638.60 g/mol
Exact Mass 638.22107050 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.47
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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MEGxp0_000500
ACon1_000423
AKOS040735301
NCGC00169094-01
NCGC00169094-03
BRD-K57245000-001-01-6
222159-05-9
NCGC00169094-03_C30H38O15_beta-D-Glucopyranoside, (1aS,1bS,2S,5aR,6S,6aS)-6-[[6-deoxy-3-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-alpha-L-mannopyranosyl]oxy]-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl

2D Structure

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2D Structure of NCGC00169094-03_C30H38O15_beta-D-Glucopyranoside, (1aS,1bS,2S,5aR,6S,6aS)-6-[[6-deoxy-3-O-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-alpha-L-mannopyranosyl]oxy]-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5181 51.81%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6629 66.29%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.9595 95.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4801 48.01%
P-glycoprotein inhibitior - 0.4936 49.36%
P-glycoprotein substrate - 0.5345 53.45%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.9456 94.56%
CYP2C9 inhibition - 0.9117 91.17%
CYP2C19 inhibition - 0.8243 82.43%
CYP2D6 inhibition - 0.9207 92.07%
CYP1A2 inhibition - 0.8889 88.89%
CYP2C8 inhibition + 0.6663 66.63%
CYP inhibitory promiscuity - 0.7606 76.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5872 58.72%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9263 92.63%
Skin irritation - 0.7890 78.90%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8061 80.61%
Micronuclear - 0.5841 58.41%
Hepatotoxicity - 0.8157 81.57%
skin sensitisation - 0.8180 81.80%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7776 77.76%
Acute Oral Toxicity (c) III 0.4425 44.25%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.5420 54.20%
Thyroid receptor binding + 0.5523 55.23%
Glucocorticoid receptor binding + 0.6148 61.48%
Aromatase binding + 0.5267 52.67%
PPAR gamma + 0.6954 69.54%
Honey bee toxicity - 0.7316 73.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.6729 67.29%

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 99.24% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.23% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.09% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.75% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.73% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.90% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.21% 94.62%
CHEMBL2581 P07339 Cathepsin D 90.92% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.91% 94.08%
CHEMBL221 P23219 Cyclooxygenase-1 90.28% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 89.19% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.02% 97.36%
CHEMBL5028 O14672 ADAM10 84.02% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 83.13% 91.49%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.79% 89.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.24% 99.17%

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.
Holmskioldia sanguinea

Cross-Links

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PubChem 23757182
LOTUS LTS0181459
wikiData Q105287981