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methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-[(Z)-3-phenylprop-2-enoyl]oxy-1-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

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 eb11fdd8-c73e-4bd0-90a5-bb7542746743
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-[(Z)-3-phenylprop-2-enoyl]oxy-1-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C3C(C(CC3(C(=CO2)C(=O)OC)O)OC(=O)C=CC4=CC=CC=C4)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@@H]3[C@@]([C@H](C[C@@]3(C(=CO2)C(=O)OC)O)OC(=O)/C=C\C4=CC=CC=C4)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C34H40O17/c1-17(35)44-16-23-26(46-18(2)36)27(47-19(3)37)28(48-20(4)38)31(49-23)51-32-29-33(5,41)24(14-34(29,42)22(15-45-32)30(40)43-6)50-25(39)13-12-21-10-8-7-9-11-21/h7-13,15,23-24,26-29,31-32,41-42H,14,16H2,1-6H3/b13-12-/t23-,24+,26-,27+,28-,29-,31-,32+,33+,34+/m1/s1
InChI Key HKVVAFTVFHYNTQ-KMHZQBPFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H40O17
Molecular Weight 720.70 g/mol
Exact Mass 720.22654980 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.63
H-Bond Acceptor 17
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-[(Z)-3-phenylprop-2-enoyl]oxy-1-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9009 90.09%
Caco-2 - 0.8514 85.14%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5692 56.92%
OATP2B1 inhibitior + 0.5683 56.83%
OATP1B1 inhibitior + 0.7961 79.61%
OATP1B3 inhibitior + 0.9055 90.55%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9654 96.54%
P-glycoprotein inhibitior + 0.8333 83.33%
P-glycoprotein substrate - 0.5781 57.81%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.8854 88.54%
CYP2C9 inhibition - 0.8729 87.29%
CYP2C19 inhibition - 0.9152 91.52%
CYP2D6 inhibition - 0.9088 90.88%
CYP1A2 inhibition - 0.8610 86.10%
CYP2C8 inhibition + 0.7737 77.37%
CYP inhibitory promiscuity - 0.7869 78.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6178 61.78%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.6604 66.04%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3771 37.71%
Micronuclear - 0.5741 57.41%
Hepatotoxicity - 0.6448 64.48%
skin sensitisation - 0.8404 84.04%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8341 83.41%
Acute Oral Toxicity (c) I 0.4956 49.56%
Estrogen receptor binding + 0.8329 83.29%
Androgen receptor binding + 0.6773 67.73%
Thyroid receptor binding + 0.6132 61.32%
Glucocorticoid receptor binding + 0.7449 74.49%
Aromatase binding + 0.6015 60.15%
PPAR gamma + 0.7766 77.66%
Honey bee toxicity - 0.7789 77.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8782 87.82%

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 98.67% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.71% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.67% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.64% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 88.16% 94.73%
CHEMBL5028 O14672 ADAM10 87.18% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.47% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.31% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.65% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.04% 98.95%
CHEMBL4208 P20618 Proteasome component C5 83.48% 90.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.33% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.84% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.66% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 80.97% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.15% 100.00%

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.
Duranta erecta

Cross-Links

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PubChem 163189769
LOTUS LTS0238597
wikiData Q105029997