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[(1R,2R,4S,6S,8S,11R,12S,13R,16R,17R,19S,20R)-12,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-17-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 bdb99f67-50e0-4671-a437-81ee3a48edd5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4S,6S,8S,11R,12S,13R,16R,17R,19S,20R)-12,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-17-yl] acetate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC(CC4C2(C(C5C6C4(C(CC(C6(CO5)C)OC(=O)C)OC(=O)C)C)OC(=O)C)C)O
SMILES (Isomeric) CC1=C2[C@H](C[C@@H]1C3=COC=C3)O[C@@H](C[C@H]4[C@]2([C@@H]([C@H]5[C@@H]6[C@@]4([C@H](C[C@H]([C@]6(CO5)C)OC(=O)C)OC(=O)C)C)OC(=O)C)C)O
InChI InChI=1S/C32H42O10/c1-15-20(19-8-9-37-13-19)10-21-26(15)32(7)22(11-25(36)42-21)31(6)24(40-17(3)34)12-23(39-16(2)33)30(5)14-38-27(28(30)31)29(32)41-18(4)35/h8-9,13,20-25,27-29,36H,10-12,14H2,1-7H3/t20-,21-,22+,23+,24-,25-,27+,28-,29+,30+,31-,32+/m0/s1
InChI Key OSAMDUBSFYKLEH-IWDQOIFFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O10
Molecular Weight 586.70 g/mol
Exact Mass 586.27779753 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.05
H-Bond Acceptor 10
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 [(1R,2R,4S,6S,8S,11R,12S,13R,16R,17R,19S,20R)-12,19-diacetyloxy-8-(furan-3-yl)-4-hydroxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-17-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 + 0.9931 99.31%
Caco-2 - 0.7784 77.84%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7794 77.94%
OATP1B3 inhibitior + 0.9097 90.97%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9847 98.47%
P-glycoprotein inhibitior + 0.8061 80.61%
P-glycoprotein substrate + 0.5283 52.83%
CYP3A4 substrate + 0.7007 70.07%
CYP2C9 substrate - 0.7923 79.23%
CYP2D6 substrate - 0.8480 84.80%
CYP3A4 inhibition + 0.5094 50.94%
CYP2C9 inhibition - 0.7680 76.80%
CYP2C19 inhibition - 0.8390 83.90%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8115 81.15%
CYP2C8 inhibition + 0.7798 77.98%
CYP inhibitory promiscuity - 0.8324 83.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5502 55.02%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7569 75.69%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5446 54.46%
Acute Oral Toxicity (c) I 0.6682 66.82%
Estrogen receptor binding + 0.8543 85.43%
Androgen receptor binding + 0.6975 69.75%
Thyroid receptor binding + 0.5653 56.53%
Glucocorticoid receptor binding + 0.8260 82.60%
Aromatase binding + 0.7189 71.89%
PPAR gamma + 0.7893 78.93%
Honey bee toxicity - 0.6340 63.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.59% 91.11%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.89% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.44% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.29% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.31% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.68% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.26% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.65% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.97% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.82% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 85.80% 90.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.25% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.67% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.86% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.33% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.13% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.00% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 80.28% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 80.11% 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.
Trichilia monadelpha

Cross-Links

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PubChem 162943764
LOTUS LTS0275273
wikiData Q105198607