[(E,2S,3S,6S,7S)-3-acetyloxy-6,7-dihydroxy-7-[(2R,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]hept-4-en-2-yl] acetate

Details

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Internal ID ebfb480b-1bd4-491d-9113-100bebf90943
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(E,2S,3S,6S,7S)-3-acetyloxy-6,7-dihydroxy-7-[(2R,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]hept-4-en-2-yl] acetate
SMILES (Canonical) CC(C(C=CC(C(C1C(C=CC(=O)O1)O)O)O)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]([C@H](/C=C/[C@@H]([C@@H]([C@H]1[C@H](C=CC(=O)O1)O)O)O)OC(=O)C)OC(=O)C
InChI InChI=1S/C16H22O9/c1-8(23-9(2)17)13(24-10(3)18)6-4-11(19)15(22)16-12(20)5-7-14(21)25-16/h4-8,11-13,15-16,19-20,22H,1-3H3/b6-4+/t8-,11-,12-,13-,15-,16+/m0/s1
InChI Key PCDJZLPEHZPIJA-HMWOKSIDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H22O9
Molecular Weight 358.34 g/mol
Exact Mass 358.12638228 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.01
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E,2S,3S,6S,7S)-3-acetyloxy-6,7-dihydroxy-7-[(2R,3S)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]hept-4-en-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5983 59.83%
Caco-2 - 0.7710 77.10%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7006 70.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior + 0.9492 94.92%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5901 59.01%
P-glycoprotein inhibitior - 0.7502 75.02%
P-glycoprotein substrate - 0.8126 81.26%
CYP3A4 substrate + 0.5442 54.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9015 90.15%
CYP3A4 inhibition - 0.8390 83.90%
CYP2C9 inhibition - 0.9631 96.31%
CYP2C19 inhibition - 0.9566 95.66%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.9728 97.28%
CYP2C8 inhibition - 0.9115 91.15%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5729 57.29%
Eye corrosion - 0.9638 96.38%
Eye irritation - 0.9557 95.57%
Skin irritation - 0.6441 64.41%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7024 70.24%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5455 54.55%
skin sensitisation - 0.8808 88.08%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity - 0.6444 64.44%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.5254 52.54%
Acute Oral Toxicity (c) III 0.5418 54.18%
Estrogen receptor binding - 0.4887 48.87%
Androgen receptor binding - 0.7538 75.38%
Thyroid receptor binding - 0.6461 64.61%
Glucocorticoid receptor binding - 0.5400 54.00%
Aromatase binding - 0.6956 69.56%
PPAR gamma - 0.5529 55.29%
Honey bee toxicity - 0.7673 76.73%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.7316 73.16%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.36% 85.14%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 94.52% 87.67%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.62% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.83% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.82% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.70% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.60% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.95% 81.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.00% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.05% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.65% 96.09%

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.
Syncolostemon argenteus

Cross-Links

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PubChem 163071587
LOTUS LTS0242702
wikiData Q105205618