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[(2R,3S,4S,5R,6S)-6-[[(4S,5R,6S,7R,8S,9S)-4,6-dihydroxy-5-[(E)-3-phenylprop-2-enoyl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate

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 0cc87397-9622-41c1-95e9-f0c7eaf21bcf
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(2R,3S,4S,5R,6S)-6-[[(4S,5R,6S,7R,8S,9S)-4,6-dihydroxy-5-[(E)-3-phenylprop-2-enoyl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate
SMILES (Canonical) C1C2C3C(OC1OCC3(C(C2O)OC(=O)C=CC4=CC=CC=C4)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=CC=C6)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@@H]3[C@@H](OC1OC[C@@]3([C@@H]([C@H]2O)OC(=O)/C=C/C4=CC=CC=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC=CC=C6)O)O)O
InChI InChI=1S/C33H36O13/c34-22(13-11-18-7-3-1-4-8-18)41-16-21-27(37)28(38)29(39)32(43-21)46-31-25-20-15-24(45-31)42-17-33(25,40)30(26(20)36)44-23(35)14-12-19-9-5-2-6-10-19/h1-14,20-21,24-32,36-40H,15-17H2/b13-11+,14-12+/t20-,21-,24?,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
InChI Key FXGWLZASDVOBQB-KOTHVKNXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H36O13
Molecular Weight 640.60 g/mol
Exact Mass 640.21559120 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.13
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[[(4S,5R,6S,7R,8S,9S)-4,6-dihydroxy-5-[(E)-3-phenylprop-2-enoyl]oxy-2,10-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5591 55.91%
Caco-2 - 0.8932 89.32%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6595 65.95%
OATP2B1 inhibitior - 0.8488 84.88%
OATP1B1 inhibitior + 0.8595 85.95%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7020 70.20%
P-glycoprotein inhibitior - 0.4509 45.09%
P-glycoprotein substrate - 0.6707 67.07%
CYP3A4 substrate + 0.6499 64.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.9029 90.29%
CYP2C9 inhibition - 0.9373 93.73%
CYP2C19 inhibition - 0.7927 79.27%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.9344 93.44%
CYP2C8 inhibition + 0.7560 75.60%
CYP inhibitory promiscuity - 0.9580 95.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6263 62.63%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.8043 80.43%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4056 40.56%
Micronuclear - 0.5000 50.00%
Hepatotoxicity - 0.6466 64.66%
skin sensitisation - 0.8615 86.15%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9177 91.77%
Acute Oral Toxicity (c) III 0.3934 39.34%
Estrogen receptor binding + 0.7633 76.33%
Androgen receptor binding + 0.5643 56.43%
Thyroid receptor binding - 0.5078 50.78%
Glucocorticoid receptor binding + 0.5812 58.12%
Aromatase binding + 0.6033 60.33%
PPAR gamma + 0.7612 76.12%
Honey bee toxicity - 0.7392 73.92%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9700 97.00%

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 98.65% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.87% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.44% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.24% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 93.00% 94.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.76% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.30% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.26% 96.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.05% 95.93%
CHEMBL5028 O14672 ADAM10 89.68% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.89% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.69% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.04% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.09% 83.00%
CHEMBL2581 P07339 Cathepsin D 83.50% 98.95%

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.
Neopicrorhiza scrophulariiflora

Cross-Links

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PubChem 163193100
LOTUS LTS0115369
wikiData Q105003926