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(3S)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,8S,10S,11R,14S)-8-hydroxy-11-(2-hydroxy-5-oxo-2H-furan-4-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid

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 26ea8ac1-dbd3-4dff-96e3-9473454efe9b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (3S)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,8S,10S,11R,14S)-8-hydroxy-11-(2-hydroxy-5-oxo-2H-furan-4-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid
SMILES (Canonical) CC(=O)OC(CC(=O)O)C1(C(CC(=O)C2(C1C(CC3(C24C(O4)C(=O)OC3C5=CC(OC5=O)O)C)O)C)C(C)(C)O)C
SMILES (Isomeric) CC(=O)O[C@@H](CC(=O)O)[C@]1([C@@H](CC(=O)[C@@]2([C@@H]1[C@H](C[C@@]3([C@]24[C@H](O4)C(=O)O[C@H]3C5=CC(OC5=O)O)C)O)C)C(C)(C)O)C
InChI InChI=1S/C28H36O13/c1-11(29)38-16(9-17(32)33)26(5)14(24(2,3)37)8-15(31)27(6)19(26)13(30)10-25(4)20(12-7-18(34)39-22(12)35)40-23(36)21-28(25,27)41-21/h7,13-14,16,18-21,30,34,37H,8-10H2,1-6H3,(H,32,33)/t13-,14-,16-,18?,19+,20-,21+,25-,26+,27+,28+/m0/s1
InChI Key PSRRBQNQNUSXQW-NBBRXVECSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H36O13
Molecular Weight 580.60 g/mol
Exact Mass 580.21559120 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.02
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,8S,10S,11R,14S)-8-hydroxy-11-(2-hydroxy-5-oxo-2H-furan-4-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9868 98.68%
Caco-2 - 0.8147 81.47%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7021 70.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8591 85.91%
OATP1B3 inhibitior - 0.2379 23.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6812 68.12%
P-glycoprotein inhibitior + 0.6597 65.97%
P-glycoprotein substrate + 0.6212 62.12%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.5783 57.83%
CYP2C9 inhibition - 0.7346 73.46%
CYP2C19 inhibition - 0.8184 81.84%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.5067 50.67%
CYP inhibitory promiscuity - 0.8572 85.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5421 54.21%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8903 89.03%
Skin irritation - 0.6410 64.10%
Skin corrosion - 0.9176 91.76%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5267 52.67%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5756 57.56%
skin sensitisation - 0.7806 78.06%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6641 66.41%
Acute Oral Toxicity (c) I 0.6677 66.77%
Estrogen receptor binding + 0.7991 79.91%
Androgen receptor binding + 0.7682 76.82%
Thyroid receptor binding + 0.5401 54.01%
Glucocorticoid receptor binding + 0.7387 73.87%
Aromatase binding + 0.7576 75.76%
PPAR gamma + 0.7041 70.41%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9842 98.42%

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 98.87% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.42% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.09% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.64% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.37% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.86% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.68% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.22% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.12% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 85.93% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.57% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.06% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.89% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.65% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.26% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.25% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.02% 95.71%
CHEMBL1902 P62942 FK506-binding protein 1A 80.72% 97.05%
CHEMBL3776 Q14790 Caspase-8 80.70% 97.06%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.01% 100.00%

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.
Clausena emarginata

Cross-Links

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PubChem 90670773
LOTUS LTS0051897
wikiData Q105214367