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[(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-4-[[(2R)-3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 2-hydroxybenzoate

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 79b11b0e-3edd-44c7-ac39-777c97516a32
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-4-[[(2R)-3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 2-hydroxybenzoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(CC(C2(COC(=O)C3=CC=CC=C3O)O)OC(=O)C)(C(=CO1)COC(=O)C(C(C)C)OC(=O)CC(C)C)O
SMILES (Isomeric) CC(C)CC(=O)O[C@H]1[C@H]2[C@](C[C@@H]([C@@]2(COC(=O)C3=CC=CC=C3O)O)OC(=O)C)(C(=CO1)COC(=O)[C@@H](C(C)C)OC(=O)CC(C)C)O
InChI InChI=1S/C34H46O14/c1-18(2)12-26(37)47-28(20(5)6)31(40)43-15-22-16-44-32(48-27(38)13-19(3)4)29-33(22,41)14-25(46-21(7)35)34(29,42)17-45-30(39)23-10-8-9-11-24(23)36/h8-11,16,18-20,25,28-29,32,36,41-42H,12-15,17H2,1-7H3/t25-,28+,29-,32-,33-,34+/m0/s1
InChI Key UWCWLUDDBLLVGQ-GIJIECLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46O14
Molecular Weight 678.70 g/mol
Exact Mass 678.28875614 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 14
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aR,6S,7R,7aS)-6-acetyloxy-4a,7-dihydroxy-1-(3-methylbutanoyloxy)-4-[[(2R)-3-methyl-2-(3-methylbutanoyloxy)butanoyl]oxymethyl]-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl]methyl 2-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9320 93.20%
Caco-2 - 0.8572 85.72%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7272 72.72%
OATP2B1 inhibitior + 0.5621 56.21%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.9127 91.27%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8485 84.85%
P-glycoprotein inhibitior + 0.7630 76.30%
P-glycoprotein substrate + 0.6015 60.15%
CYP3A4 substrate + 0.6966 69.66%
CYP2C9 substrate + 0.8060 80.60%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.5767 57.67%
CYP2C19 inhibition - 0.5549 55.49%
CYP2D6 inhibition - 0.8886 88.86%
CYP1A2 inhibition - 0.5098 50.98%
CYP2C8 inhibition + 0.7203 72.03%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6334 63.34%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.7505 75.05%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis + 0.5422 54.22%
Human Ether-a-go-go-Related Gene inhibition - 0.3918 39.18%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5415 54.15%
skin sensitisation - 0.8072 80.72%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7583 75.83%
Acute Oral Toxicity (c) I 0.4822 48.22%
Estrogen receptor binding + 0.8372 83.72%
Androgen receptor binding + 0.7257 72.57%
Thyroid receptor binding + 0.5825 58.25%
Glucocorticoid receptor binding + 0.7913 79.13%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.7321 73.21%
Honey bee toxicity - 0.7354 73.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5655 56.55%
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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.04% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.12% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 92.49% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.36% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.75% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.95% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.24% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.94% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.49% 93.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.38% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.91% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.35% 95.56%
CHEMBL5028 O14672 ADAM10 81.64% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.22% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.34% 99.17%
CHEMBL2535 P11166 Glucose transporter 80.30% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.30% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 95.89%

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 163048197
LOTUS LTS0120389
wikiData Q105280278