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3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11S,14S)-11-(furan-3-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 8266c406-3f09-426f-91a9-ed60f4fa4b32
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name 3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11S,14S)-11-(furan-3-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(C2CCC3(C(OC(=O)C4C3(C2(C(=O)CC1C(C)(C)O)C)O4)C5=COC=C5)C)C
SMILES (Isomeric) CC(=O)OC(CC(=O)O)[C@@]1([C@H]2CC[C@]3([C@@H](OC(=O)[C@@H]4[C@@]3([C@@]2(C(=O)C[C@H]1C(C)(C)O)C)O4)C5=COC=C5)C)C
InChI InChI=1S/C28H36O10/c1-14(29)36-19(12-20(31)32)26(5)16-7-9-25(4)21(15-8-10-35-13-15)37-23(33)22-28(25,38-22)27(16,6)18(30)11-17(26)24(2,3)34/h8,10,13,16-17,19,21-22,34H,7,9,11-12H2,1-6H3,(H,31,32)/t16-,17+,19?,21+,22-,25+,26-,27+,28-/m1/s1
InChI Key ZIKZPLSIAVHITA-BIYZDVJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O10
Molecular Weight 532.60 g/mol
Exact Mass 532.23084734 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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35930-20-2

2D Structure

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2D Structure of 3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11S,14S)-11-(furan-3-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 + 0.9698 96.98%
Caco-2 - 0.7460 74.60%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7564 75.64%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior - 0.3368 33.68%
OATP1B3 inhibitior - 0.2622 26.22%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7787 77.87%
BSEP inhibitior + 0.8345 83.45%
P-glycoprotein inhibitior + 0.6682 66.82%
P-glycoprotein substrate + 0.5748 57.48%
CYP3A4 substrate + 0.6857 68.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8556 85.56%
CYP3A4 inhibition + 0.7291 72.91%
CYP2C9 inhibition - 0.7779 77.79%
CYP2C19 inhibition - 0.8450 84.50%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition + 0.6913 69.13%
CYP inhibitory promiscuity - 0.9390 93.90%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5839 58.39%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8105 81.05%
Skin irritation - 0.6953 69.53%
Skin corrosion - 0.8965 89.65%
Ames mutagenesis - 0.6837 68.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6579 65.79%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5553 55.53%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5575 55.75%
Acute Oral Toxicity (c) I 0.5088 50.88%
Estrogen receptor binding + 0.8281 82.81%
Androgen receptor binding + 0.8021 80.21%
Thyroid receptor binding + 0.6413 64.13%
Glucocorticoid receptor binding + 0.8240 82.40%
Aromatase binding + 0.8076 80.76%
PPAR gamma + 0.7082 70.82%
Honey bee toxicity - 0.8258 82.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9708 97.08%

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 98.36% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.38% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.03% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.48% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.47% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.58% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 89.63% 83.82%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.61% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.55% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.45% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.34% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.82% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.43% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.76% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.44% 94.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.37% 82.69%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.99% 94.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.95% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.76% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 80.19% 94.73%

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.
Citrus maxima

Cross-Links

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PubChem 101593055
NPASS NPC246169