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[(1R,2R,3S,4S,7S,8R,12R,13R,14S,15S,16S,17S)-2,14,15,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-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 fbcaee60-a865-40dc-9f2e-75e179f6134a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2R,3S,4S,7S,8R,12R,13R,14S,15S,16S,17S)-2,14,15,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H39ClO14/c1-12-9-10-19(40-14(3)32)28(8)22(26(44-18(7)36)30(38)13(2)27(37)45-23(30)20(12)31)29(11-39-29)25(43-17(6)35)21(41-15(4)33)24(28)42-16(5)34/h13,19-26,38H,1,9-11H2,2-8H3/t13-,19-,20-,21+,22+,23-,24-,25+,26-,28+,29-,30-/m1/s1
InChI Key RVARBBKIGSFITE-DHEFGMPOSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H39ClO14
Molecular Weight 659.10 g/mol
Exact Mass 658.2028336 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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[(2S)-tetraacetoxy-chloro-hydroxy-dimethyl-methylene-oxo-spiro[[?]-2,2'-oxirane]yl] acetate

2D Structure

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2D Structure of [(1R,2R,3S,4S,7S,8R,12R,13R,14S,15S,16S,17S)-2,14,15,16-tetraacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-12-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 + 0.9854 98.54%
Caco-2 - 0.7995 79.95%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6968 69.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior + 0.8875 88.75%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8085 80.85%
P-glycoprotein inhibitior + 0.7920 79.20%
P-glycoprotein substrate - 0.5948 59.48%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.8403 84.03%
CYP2C9 inhibition - 0.8210 82.10%
CYP2C19 inhibition - 0.8254 82.54%
CYP2D6 inhibition - 0.9138 91.38%
CYP1A2 inhibition - 0.7086 70.86%
CYP2C8 inhibition + 0.4883 48.83%
CYP inhibitory promiscuity - 0.9106 91.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8782 87.82%
Carcinogenicity (trinary) Danger 0.4639 46.39%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.8909 89.09%
Skin irritation - 0.6246 62.46%
Skin corrosion - 0.8405 84.05%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4193 41.93%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5303 53.03%
skin sensitisation - 0.7660 76.60%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7489 74.89%
Acute Oral Toxicity (c) III 0.5620 56.20%
Estrogen receptor binding + 0.8076 80.76%
Androgen receptor binding + 0.6555 65.55%
Thyroid receptor binding + 0.5839 58.39%
Glucocorticoid receptor binding + 0.7183 71.83%
Aromatase binding + 0.6923 69.23%
PPAR gamma + 0.7451 74.51%
Honey bee toxicity - 0.6587 65.87%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9725 97.25%

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 96.48% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.32% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.75% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.98% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.73% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.16% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.79% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.30% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.39% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.85% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.42% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.13% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.92% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.86% 100.00%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 81.46% 82.50%
CHEMBL2581 P07339 Cathepsin D 81.08% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.88% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.61% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.43% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.38% 92.62%

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 10842058
LOTUS LTS0233549
wikiData Q105245928