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[(1S,2S,3R,4R,7R,8S,10R,12S,13S,14R,15R,16R,17R)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-15-(3-methylbutanoyloxy)-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-10-yl] 3-methylbutanoate

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 c3f31cac-8cb6-49af-a8ed-09ee63095fa9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2S,3R,4R,7R,8S,10R,12S,13S,14R,15R,16R,17R)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-15-(3-methylbutanoyloxy)-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-10-yl] 3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H53ClO16/c1-16(2)12-26(44)53-24-14-25(49-20(7)40)36(11)30(34(52-23(10)43)38(47)19(6)35(46)55-31(38)28(39)18(24)5)37(15-48-37)33(51-22(9)42)29(32(36)50-21(8)41)54-27(45)13-17(3)4/h16-17,19,24-25,28-34,47H,5,12-15H2,1-4,6-11H3/t19-,24+,25-,28-,29+,30+,31-,32-,33+,34-,36+,37-,38-/m0/s1
InChI Key GPOFAGQBJIBVIJ-YMZXRLMASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H53ClO16
Molecular Weight 801.30 g/mol
Exact Mass 800.3022133 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 16
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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CHEMBL2043337

2D Structure

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2D Structure of [(1S,2S,3R,4R,7R,8S,10R,12S,13S,14R,15R,16R,17R)-2,12,14,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-15-(3-methylbutanoyloxy)-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-10-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.8417 84.17%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7097 70.97%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8208 82.08%
OATP1B3 inhibitior + 0.8211 82.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9232 92.32%
P-glycoprotein inhibitior + 0.7976 79.76%
P-glycoprotein substrate + 0.6657 66.57%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.7732 77.32%
CYP2C9 inhibition - 0.8122 81.22%
CYP2C19 inhibition - 0.7745 77.45%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.7439 74.39%
CYP2C8 inhibition + 0.5733 57.33%
CYP inhibitory promiscuity - 0.8693 86.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7682 76.82%
Carcinogenicity (trinary) Non-required 0.4487 44.87%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.6502 65.02%
Skin corrosion - 0.8980 89.80%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5484 54.84%
Micronuclear - 0.6741 67.41%
Hepatotoxicity + 0.5485 54.85%
skin sensitisation - 0.7069 70.69%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6341 63.41%
Acute Oral Toxicity (c) III 0.4375 43.75%
Estrogen receptor binding + 0.7465 74.65%
Androgen receptor binding + 0.7028 70.28%
Thyroid receptor binding + 0.5210 52.10%
Glucocorticoid receptor binding + 0.7469 74.69%
Aromatase binding + 0.6848 68.48%
PPAR gamma + 0.7487 74.87%
Honey bee toxicity - 0.5975 59.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9962 99.62%

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 97.33% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.22% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.50% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.54% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.19% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.84% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.36% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.32% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.00% 95.50%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.42% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.41% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.49% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.48% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.47% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.06% 96.77%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.98% 82.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.17% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.24% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.03% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.56% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.54% 95.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 66574512
LOTUS LTS0112945
wikiData Q105015027