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[(9R,13S,15R,16R,17R,18S)-15-acetyloxy-16-[(1R)-1-hydroxy-1-[(2S)-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),2,4,10-tetraen-18-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 bd4b9f9c-4083-4501-9836-bc6e1b15df12
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(9R,13S,15R,16R,17R,18S)-15-acetyloxy-16-[(1R)-1-hydroxy-1-[(2S)-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),2,4,10-tetraen-18-yl] acetate
SMILES (Canonical) CC1=CCC(OC1=O)C(C)(C2C(CC3(C2(C(CC4=C3C=CC5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C)OC(=O)C)O
SMILES (Isomeric) CC1=CC[C@H](OC1=O)[C@@](C)([C@H]2[C@@H](C[C@@]3([C@@]2([C@H](CC4=C3C=C[C@@H]5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C)OC(=O)C)O
InChI InChI=1S/C34H42O9/c1-18-9-13-26(42-30(18)38)34(8,39)29-25(40-19(2)35)17-32(6)24-12-11-23-21(10-14-28(37)43-31(23,4)5)15-22(24)16-27(33(29,32)7)41-20(3)36/h9-12,14-15,23,25-27,29,39H,13,16-17H2,1-8H3/t23-,25-,26+,27+,29+,32+,33-,34+/m1/s1
InChI Key OZGJHTKUIUKNKQ-MCFBLURZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H42O9
Molecular Weight 594.70 g/mol
Exact Mass 594.28288291 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.60
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(9R,13S,15R,16R,17R,18S)-15-acetyloxy-16-[(1R)-1-hydroxy-1-[(2S)-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),2,4,10-tetraen-18-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 + 0.9824 98.24%
Caco-2 - 0.7637 76.37%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7707 77.07%
OATP2B1 inhibitior + 0.5720 57.20%
OATP1B1 inhibitior + 0.8334 83.34%
OATP1B3 inhibitior - 0.4359 43.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9918 99.18%
P-glycoprotein inhibitior + 0.8846 88.46%
P-glycoprotein substrate + 0.6346 63.46%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9185 91.85%
CYP3A4 inhibition - 0.7826 78.26%
CYP2C9 inhibition - 0.8010 80.10%
CYP2C19 inhibition - 0.8471 84.71%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.8022 80.22%
CYP2C8 inhibition + 0.6739 67.39%
CYP inhibitory promiscuity - 0.9063 90.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5658 56.58%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9131 91.31%
Skin irritation - 0.5575 55.75%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4327 43.27%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5392 53.92%
skin sensitisation - 0.7774 77.74%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.8467 84.67%
Acute Oral Toxicity (c) I 0.4007 40.07%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding + 0.7175 71.75%
Thyroid receptor binding + 0.6686 66.86%
Glucocorticoid receptor binding + 0.8299 82.99%
Aromatase binding + 0.7111 71.11%
PPAR gamma + 0.7396 73.96%
Honey bee toxicity - 0.7363 73.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9858 98.58%

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 99.03% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.30% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.10% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.14% 94.73%
CHEMBL2581 P07339 Cathepsin D 90.97% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 90.70% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.63% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.30% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.41% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.50% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.83% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.78% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 84.39% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.76% 95.89%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.67% 90.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.55% 94.45%

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 heteroclita

Cross-Links

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PubChem 162877687
LOTUS LTS0236813
wikiData Q105203776