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[(1S,3R,7R,10S,13S,14R,15S)-1,7-dihydroxy-17-[(1S,2S)-1-hydroxy-1-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]propan-2-yl]-9,9,14-trimethyl-5-oxo-4,8-dioxapentacyclo[11.7.0.03,7.03,10.014,18]icos-17-en-15-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 7d9df19a-7c64-4e8c-9aa9-4a7f29ad9121
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1S,3R,7R,10S,13S,14R,15S)-1,7-dihydroxy-17-[(1S,2S)-1-hydroxy-1-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]propan-2-yl]-9,9,14-trimethyl-5-oxo-4,8-dioxapentacyclo[11.7.0.03,7.03,10.014,18]icos-17-en-15-yl] acetate
SMILES (Canonical) CC1CC(OC1=O)C(C(C)C2=C3CCC4(CC56C(CCC4C3(C(C2)OC(=O)C)C)C(OC5(CC(=O)O6)O)(C)C)O)O
SMILES (Isomeric) C[C@H]1C[C@H](OC1=O)[C@H]([C@@H](C)C2=C3CC[C@@]4(C[C@@]56[C@@H](CC[C@H]4[C@]3([C@H](C2)OC(=O)C)C)C(O[C@@]5(CC(=O)O6)O)(C)C)O)O
InChI InChI=1S/C31H44O10/c1-15-11-20(39-26(15)35)25(34)16(2)18-12-23(38-17(3)32)28(6)19(18)9-10-29(36)14-30-21(7-8-22(28)29)27(4,5)41-31(30,37)13-24(33)40-30/h15-16,20-23,25,34,36-37H,7-14H2,1-6H3/t15-,16-,20-,21-,22-,23-,25-,28-,29-,30+,31+/m0/s1
InChI Key AUPPZHFOVAGCDF-DAVIGNLWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O10
Molecular Weight 576.70 g/mol
Exact Mass 576.29344760 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,7R,10S,13S,14R,15S)-1,7-dihydroxy-17-[(1S,2S)-1-hydroxy-1-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]propan-2-yl]-9,9,14-trimethyl-5-oxo-4,8-dioxapentacyclo[11.7.0.03,7.03,10.014,18]icos-17-en-15-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 + 0.9852 98.52%
Caco-2 - 0.7940 79.40%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7931 79.31%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8219 82.19%
OATP1B3 inhibitior + 0.8393 83.93%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.9172 91.72%
P-glycoprotein inhibitior + 0.6760 67.60%
P-glycoprotein substrate + 0.5887 58.87%
CYP3A4 substrate + 0.7268 72.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8750 87.50%
CYP3A4 inhibition - 0.6022 60.22%
CYP2C9 inhibition - 0.5165 51.65%
CYP2C19 inhibition - 0.7631 76.31%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.5740 57.40%
CYP2C8 inhibition + 0.6018 60.18%
CYP inhibitory promiscuity - 0.9236 92.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4291 42.91%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9244 92.44%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6624 66.24%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8249 82.49%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4775 47.75%
Acute Oral Toxicity (c) I 0.3465 34.65%
Estrogen receptor binding + 0.7247 72.47%
Androgen receptor binding + 0.7263 72.63%
Thyroid receptor binding - 0.5189 51.89%
Glucocorticoid receptor binding + 0.7991 79.91%
Aromatase binding + 0.7521 75.21%
PPAR gamma + 0.6057 60.57%
Honey bee toxicity - 0.6991 69.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9892 98.92%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.49% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.26% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.17% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.52% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.78% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.63% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.58% 89.50%
CHEMBL1902 P62942 FK506-binding protein 1A 86.89% 97.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.07% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.90% 90.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.81% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.62% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.59% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.48% 89.05%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.40% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.99% 96.38%
CHEMBL1937 Q92769 Histone deacetylase 2 82.02% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.00% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.89% 99.23%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.74% 92.95%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.64% 82.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.99% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.80% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.35% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.06% 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.
Kadsura coccinea

Cross-Links

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PubChem 24970813
LOTUS LTS0049246
wikiData Q104919077