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[(6S,7R,9Z,12R)-12-[(E,2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl] (2E,4Z,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate

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 b758c985-45f2-49c8-ac07-e78ef47770a8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(6S,7R,9Z,12R)-12-[(E,2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl] (2E,4Z,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate
SMILES (Canonical) CC1CC(=CCC(OC(=O)CCCC1OC(=O)C=CC(=CC(=CC=CC(=CC(C(CC(C)O)O)O)C)C)C)C(C)CC(=CC(C)C(CC(C)O)O)C)C
SMILES (Isomeric) C[C@@H]1C/C(=C\C[C@@H](OC(=O)CCC[C@@H]1OC(=O)/C=C/C(=C\C(=C\C=C\C(=C\[C@@H]([C@H](C[C@H](C)O)O)O)\C)\C)/C)[C@@H](C)C/C(=C/[C@@H](C)[C@@H](C[C@@H](C)O)O)/C)/C
InChI InChI=1S/C44H70O9/c1-28(13-11-14-29(2)25-39(48)40(49)27-37(10)46)21-30(3)18-20-44(51)52-41-15-12-16-43(50)53-42(19-17-31(4)22-34(41)7)35(8)24-32(5)23-33(6)38(47)26-36(9)45/h11,13-14,17-18,20-21,23,25,33-42,45-49H,12,15-16,19,22,24,26-27H2,1-10H3/b14-11+,20-18+,28-13+,29-25+,30-21-,31-17-,32-23+/t33-,34-,35+,36-,37+,38-,39+,40+,41+,42-/m1/s1
InChI Key WKTLNJXZVDLRTJ-PSWFJXASSA-N
Popularity 15 references in papers

Physical and Chemical Properties

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Molecular Formula C44H70O9
Molecular Weight 743.00 g/mol
Exact Mass 742.50198381 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.54
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(6S,7R,9Z,12R)-12-[(E,2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl] (2E,4Z,6E,8E,10E,12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8702 87.02%
Caco-2 - 0.8568 85.68%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6676 66.76%
OATP2B1 inhibitior - 0.5741 57.41%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9809 98.09%
P-glycoprotein inhibitior + 0.7622 76.22%
P-glycoprotein substrate + 0.6927 69.27%
CYP3A4 substrate + 0.7293 72.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition + 0.5093 50.93%
CYP2C9 inhibition - 0.8614 86.14%
CYP2C19 inhibition - 0.6059 60.59%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.7778 77.78%
CYP2C8 inhibition + 0.6578 65.78%
CYP inhibitory promiscuity - 0.9707 97.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.7273 72.73%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.6171 61.71%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7352 73.52%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5506 55.06%
skin sensitisation - 0.8349 83.49%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5077 50.77%
Acute Oral Toxicity (c) III 0.4194 41.94%
Estrogen receptor binding + 0.8259 82.59%
Androgen receptor binding + 0.6261 62.61%
Thyroid receptor binding + 0.5855 58.55%
Glucocorticoid receptor binding + 0.7571 75.71%
Aromatase binding + 0.5515 55.15%
PPAR gamma + 0.7546 75.46%
Honey bee toxicity - 0.7199 71.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9625 96.25%

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
CHEMBL2581 P07339 Cathepsin D 99.31% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.06% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.43% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.68% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.48% 90.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.51% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.31% 97.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 89.26% 94.66%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.46% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.41% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.77% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.33% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.44% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.09% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.62% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.92% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.72% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.18% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.46% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.02% 91.19%

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 102261370
LOTUS LTS0008743
wikiData Q105307677