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(1R,3R,3aR,11aR,13bR)-3-{1-[(2R,3S)-3-Hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,11,11,13b-tetramethyl-9-oxo-1,2,3,3a,4,5,9,11,11a,12,13,13b-dodecahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-1-yl acetate

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 18d2ef48-daa1-4fc8-8c0b-6d51347949c5
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(9R,13R,14R,16R,17R)-16-[(1S)-1-[(2R,3S)-3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4-trien-14-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H42O7/c1-17-14-25(34)28(38-29(17)36)18(2)24-16-26(37-19(3)33)32(7)23-10-9-22-20(8-11-27(35)39-30(22,4)5)15-21(23)12-13-31(24,32)6/h8,11,14-15,18,22,24-26,28,34H,9-10,12-13,16H2,1-7H3/t18-,22+,24+,25-,26+,28+,31+,32+/m0/s1
InChI Key XNFBOJFRJTXMJL-XUONUPSOSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O7
Molecular Weight 538.70 g/mol
Exact Mass 538.29305367 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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CHEBI:217633
DTXSID201315513
(1R,3R,3aR,11aR,13bR)-3-{1-[(2R,3S)-3-Hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,11,11,13b-tetramethyl-9-oxo-1,2,3,3a,4,5,9,11,11a,12,13,13b-dodecahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-1-yl acetate
[(9R,13R,14R,16R,17R)-16-[(1S)-1-[(2R,3S)-3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4-trien-14-yl] acetate

2D Structure

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2D Structure of (1R,3R,3aR,11aR,13bR)-3-{1-[(2R,3S)-3-Hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,11,11,13b-tetramethyl-9-oxo-1,2,3,3a,4,5,9,11,11a,12,13,13b-dodecahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-1-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 + 0.9788 97.88%
Caco-2 - 0.7099 70.99%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8302 83.02%
OATP2B1 inhibitior - 0.7183 71.83%
OATP1B1 inhibitior + 0.7800 78.00%
OATP1B3 inhibitior + 0.8192 81.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9340 93.40%
P-glycoprotein inhibitior + 0.8319 83.19%
P-glycoprotein substrate + 0.5520 55.20%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9115 91.15%
CYP3A4 inhibition - 0.8224 82.24%
CYP2C9 inhibition - 0.8689 86.89%
CYP2C19 inhibition - 0.9366 93.66%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.7860 78.60%
CYP2C8 inhibition + 0.6627 66.27%
CYP inhibitory promiscuity - 0.9525 95.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6091 60.91%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9379 93.79%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9176 91.76%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4077 40.77%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.7722 77.22%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6025 60.25%
Acute Oral Toxicity (c) III 0.4498 44.98%
Estrogen receptor binding + 0.8311 83.11%
Androgen receptor binding + 0.7279 72.79%
Thyroid receptor binding + 0.5692 56.92%
Glucocorticoid receptor binding + 0.8246 82.46%
Aromatase binding + 0.7445 74.45%
PPAR gamma + 0.7076 70.76%
Honey bee toxicity - 0.7155 71.55%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5862 58.62%
Fish aquatic toxicity + 0.9901 99.01%

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 98.84% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.23% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.71% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.39% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 93.20% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.20% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.49% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.50% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.35% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.29% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.16% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.54% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.76% 97.14%
CHEMBL5028 O14672 ADAM10 85.63% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.87% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.14% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.04% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.01% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.35% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.28% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.14% 92.62%

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.
There are no matching plants.

Cross-Links

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PubChem 146684325
LOTUS LTS0143642
wikiData Q105331604