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[2,14,16-Triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-12-(2-methylpropanoyloxy)-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-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 e26e8053-6c2a-4054-8bc6-4b488be38820
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [2,14,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-12-(2-methylpropanoyloxy)-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-yl] 3-methylbutanoate
SMILES (Canonical) CC1C(=O)OC2C1(C(C3C(C(CCC(=C)C2Cl)OC(=O)C(C)C)(C(C(C(C34CO4)OC(=O)C)OC(=O)CC(C)C)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) CC1C(=O)OC2C1(C(C3C(C(CCC(=C)C2Cl)OC(=O)C(C)C)(C(C(C(C34CO4)OC(=O)C)OC(=O)CC(C)C)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C35H49ClO14/c1-15(2)13-23(40)49-25-28(45-19(7)37)33(10)22(48-31(41)16(3)4)12-11-17(5)24(36)27-35(43,18(6)32(42)50-27)30(47-21(9)39)26(33)34(14-44-34)29(25)46-20(8)38/h15-16,18,22,24-30,43H,5,11-14H2,1-4,6-10H3
InChI Key NEQYIACPWWTVKN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H49ClO14
Molecular Weight 729.20 g/mol
Exact Mass 728.2810839 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2,14,16-Triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-12-(2-methylpropanoyloxy)-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadecane-17,2'-oxirane]-15-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 + 0.9859 98.59%
Caco-2 - 0.8283 82.83%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7269 72.69%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7953 79.53%
OATP1B3 inhibitior + 0.8524 85.24%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9016 90.16%
P-glycoprotein inhibitior + 0.7999 79.99%
P-glycoprotein substrate + 0.6031 60.31%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.7746 77.46%
CYP2C9 inhibition - 0.7423 74.23%
CYP2C19 inhibition - 0.7957 79.57%
CYP2D6 inhibition - 0.9045 90.45%
CYP1A2 inhibition - 0.7233 72.33%
CYP2C8 inhibition + 0.6087 60.87%
CYP inhibitory promiscuity - 0.8713 87.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8182 81.82%
Carcinogenicity (trinary) Danger 0.4409 44.09%
Eye corrosion - 0.9819 98.19%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.6206 62.06%
Skin corrosion - 0.8499 84.99%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4777 47.77%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5015 50.15%
skin sensitisation - 0.7561 75.61%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.7004 70.04%
Acute Oral Toxicity (c) III 0.6063 60.63%
Estrogen receptor binding + 0.7664 76.64%
Androgen receptor binding + 0.6933 69.33%
Thyroid receptor binding + 0.5518 55.18%
Glucocorticoid receptor binding + 0.7547 75.47%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.7280 72.80%
Honey bee toxicity - 0.6403 64.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9893 98.93%

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 98.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.82% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.78% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.27% 96.47%
CHEMBL2581 P07339 Cathepsin D 91.25% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.85% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.83% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.58% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.23% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.87% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.44% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.98% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.77% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.72% 94.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.39% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.39% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.05% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.80% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.47% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.66% 89.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.66% 82.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.63% 95.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.92% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.54% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.35% 95.89%

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 74342622
LOTUS LTS0139237
wikiData Q105178122