(1R,2S,6R,7S,10S,12R,14S)-7,10-dihydroxy-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one

Details

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Internal ID 3c950efc-5851-475b-8a16-27a89a12ebc0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name (1R,2S,6R,7S,10S,12R,14S)-7,10-dihydroxy-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one
SMILES (Canonical) CC12C(O1)CC3(C2C4C(C(CC3=C)O)C(=C)C(=O)O4)O
SMILES (Isomeric) C[C@]12[C@H](O1)C[C@@]3([C@H]2[C@@H]4[C@@H]([C@H](CC3=C)O)C(=C)C(=O)O4)O
InChI InChI=1S/C15H18O5/c1-6-4-8(16)10-7(2)13(17)19-11(10)12-14(3)9(20-14)5-15(6,12)18/h8-12,16,18H,1-2,4-5H2,3H3/t8-,9+,10+,11-,12-,14+,15+/m0/s1
InChI Key AHTLNYYIAWQJGO-LMGGXVIJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H18O5
Molecular Weight 278.30 g/mol
Exact Mass 278.11542367 g/mol
Topological Polar Surface Area (TPSA) 79.30 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.31
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,6R,7S,10S,12R,14S)-7,10-dihydroxy-14-methyl-5,9-dimethylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9840 98.40%
Caco-2 - 0.5961 59.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.6199 61.99%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.9295 92.95%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9748 97.48%
P-glycoprotein inhibitior - 0.8624 86.24%
P-glycoprotein substrate - 0.7123 71.23%
CYP3A4 substrate + 0.5786 57.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8491 84.91%
CYP3A4 inhibition - 0.7385 73.85%
CYP2C9 inhibition - 0.8839 88.39%
CYP2C19 inhibition - 0.8536 85.36%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.7784 77.84%
CYP2C8 inhibition - 0.9123 91.23%
CYP inhibitory promiscuity - 0.9543 95.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9825 98.25%
Carcinogenicity (trinary) Non-required 0.5222 52.22%
Eye corrosion - 0.9773 97.73%
Eye irritation - 0.8759 87.59%
Skin irritation - 0.5843 58.43%
Skin corrosion - 0.8686 86.86%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5138 51.38%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.7138 71.38%
skin sensitisation - 0.7058 70.58%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.8692 86.92%
Acute Oral Toxicity (c) III 0.3719 37.19%
Estrogen receptor binding + 0.8118 81.18%
Androgen receptor binding + 0.6471 64.71%
Thyroid receptor binding + 0.5634 56.34%
Glucocorticoid receptor binding + 0.6823 68.23%
Aromatase binding + 0.5898 58.98%
PPAR gamma - 0.6095 60.95%
Honey bee toxicity - 0.7590 75.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9398 93.98%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.97% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.13% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.90% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.86% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.45% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.57% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.32% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.69% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 82.49% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 81.05% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.33% 100.00%

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.
Achillea clypeolata

Cross-Links

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PubChem 100955713
LOTUS LTS0228978
wikiData Q104912451