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[(1S,4aS,6S,7R,7aS)-4-(acetyloxymethyl)-6-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

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 abf10702-93bc-4d63-880e-545339fdb234
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(1S,4aS,6S,7R,7aS)-4-(acetyloxymethyl)-6-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC1C(CC2C1C(OC=C2COC(=O)C)OC(=O)CC(C)C)OC(=O)C=CC3=CC(=C(C=C3)O)OC
SMILES (Isomeric) C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2COC(=O)C)OC(=O)CC(C)C)OC(=O)/C=C/C3=CC(=C(C=C3)O)OC
InChI InChI=1S/C27H34O9/c1-15(2)10-25(31)36-27-26-16(3)22(12-20(26)19(14-34-27)13-33-17(4)28)35-24(30)9-7-18-6-8-21(29)23(11-18)32-5/h6-9,11,14-16,20,22,26-27,29H,10,12-13H2,1-5H3/b9-7+/t16-,20+,22-,26+,27-/m0/s1
InChI Key HPVYPEBDUCIIHE-QRADTBFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O9
Molecular Weight 502.60 g/mol
Exact Mass 502.22028266 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.99
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,6S,7R,7aS)-4-(acetyloxymethyl)-6-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9855 98.55%
Caco-2 - 0.6818 68.18%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7809 78.09%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.8824 88.24%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9672 96.72%
P-glycoprotein inhibitior + 0.8420 84.20%
P-glycoprotein substrate + 0.5538 55.38%
CYP3A4 substrate + 0.6687 66.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8554 85.54%
CYP3A4 inhibition - 0.5870 58.70%
CYP2C9 inhibition + 0.5293 52.93%
CYP2C19 inhibition + 0.7204 72.04%
CYP2D6 inhibition - 0.8381 83.81%
CYP1A2 inhibition + 0.7401 74.01%
CYP2C8 inhibition + 0.7532 75.32%
CYP inhibitory promiscuity - 0.5570 55.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6971 69.71%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.8030 80.30%
Skin corrosion - 0.9637 96.37%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7431 74.31%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7424 74.24%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8794 87.94%
Acute Oral Toxicity (c) III 0.4196 41.96%
Estrogen receptor binding + 0.6632 66.32%
Androgen receptor binding + 0.7340 73.40%
Thyroid receptor binding + 0.5766 57.66%
Glucocorticoid receptor binding + 0.7511 75.11%
Aromatase binding - 0.5335 53.35%
PPAR gamma + 0.5963 59.63%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 0.9940 99.40%

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 99.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.91% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 95.45% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.39% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.18% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.15% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.63% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.40% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.90% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.71% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.10% 89.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.72% 99.15%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.26% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 86.51% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.13% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.85% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.35% 95.50%
CHEMBL3194 P02766 Transthyretin 83.15% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.79% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.87% 97.14%
CHEMBL2581 P07339 Cathepsin D 81.56% 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.
Valeriana jatamansi

Cross-Links

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PubChem 102394236
LOTUS LTS0170540
wikiData Q105031915