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[(1R,2R,3R,4S,5S,6R,7S,8R,10S,11S,14R)-4,5,14-triacetyloxy-6-(chloromethyl)-6,10-dihydroxy-10,14-dimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-11-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 c6212462-5a69-4873-8a64-85855801a52b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2R,3R,4S,5S,6R,7S,8R,10S,11S,14R)-4,5,14-triacetyloxy-6-(chloromethyl)-6,10-dihydroxy-10,14-dimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-11-yl] acetate
SMILES (Canonical) CC(C)C1C2C(C3CC(C(CCC(C2O3)(C)OC(=O)C)OC(=O)C)(C)O)C(C(C1OC(=O)C)OC(=O)C)(CCl)O
SMILES (Isomeric) CC(C)[C@@H]1[C@@H]2[C@@H]([C@H]3C[C@]([C@H](CC[C@@]([C@@H]2O3)(C)OC(=O)C)OC(=O)C)(C)O)[C@@]([C@H]([C@H]1OC(=O)C)OC(=O)C)(CCl)O
InChI InChI=1S/C28H43ClO11/c1-13(2)20-21-22(28(35,12-29)25(38-16(5)32)23(20)37-15(4)31)18-11-26(7,34)19(36-14(3)30)9-10-27(8,24(21)39-18)40-17(6)33/h13,18-25,34-35H,9-12H2,1-8H3/t18-,19+,20-,21-,22-,23+,24-,25+,26+,27-,28-/m1/s1
InChI Key YMBPQCOCUHBPTR-SEQDWNMISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H43ClO11
Molecular Weight 591.10 g/mol
Exact Mass 590.2493899 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4S,5S,6R,7S,8R,10S,11S,14R)-4,5,14-triacetyloxy-6-(chloromethyl)-6,10-dihydroxy-10,14-dimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-11-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 + 0.9777 97.77%
Caco-2 - 0.7661 76.61%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8150 81.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8812 88.12%
OATP1B3 inhibitior + 0.8836 88.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior + 0.8969 89.69%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate - 0.5719 57.19%
CYP3A4 substrate + 0.6871 68.71%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8549 85.49%
CYP3A4 inhibition + 0.5282 52.82%
CYP2C9 inhibition - 0.7556 75.56%
CYP2C19 inhibition - 0.7756 77.56%
CYP2D6 inhibition - 0.9440 94.40%
CYP1A2 inhibition - 0.7714 77.14%
CYP2C8 inhibition + 0.4759 47.59%
CYP inhibitory promiscuity - 0.9490 94.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8444 84.44%
Carcinogenicity (trinary) Non-required 0.5856 58.56%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.5813 58.13%
Skin corrosion - 0.8784 87.84%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8841 88.41%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.8305 83.05%
Acute Oral Toxicity (c) III 0.4059 40.59%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.5750 57.50%
Thyroid receptor binding + 0.5772 57.72%
Glucocorticoid receptor binding + 0.6652 66.52%
Aromatase binding + 0.7152 71.52%
PPAR gamma + 0.6443 64.43%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5807 58.07%
Fish aquatic toxicity + 0.9783 97.83%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.85% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.42% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.06% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.33% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.00% 89.05%
CHEMBL204 P00734 Thrombin 91.08% 96.01%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.91% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.51% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 90.31% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.73% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.84% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.32% 91.11%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.62% 82.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.82% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.07% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.79% 82.69%
CHEMBL2581 P07339 Cathepsin D 83.63% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.57% 89.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.14% 89.34%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.74% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.44% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.00% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.63% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.50% 97.09%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.80% 97.47%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.75% 92.86%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.06% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.02% 91.07%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.00% 95.36%

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.
There are no matching plants.

Cross-Links

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PubChem 73350842
LOTUS LTS0030653
wikiData Q105350443