PlantaeDB Logo
Login Sign-up

(3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S,6E,8S,9R,10E)-3,9-dihydroxy-4,8-dimethyl-5-oxododeca-6,10-dien-2-yl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one

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

Top
Internal ID 068a8ddc-51ba-4b31-a028-f7aa0f826513
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S,6E,8S,9R,10E)-3,9-dihydroxy-4,8-dimethyl-5-oxododeca-6,10-dien-2-yl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one
SMILES (Canonical) CC=CC(C(C)C=CC(=O)C(C)C(C(C)C1C(C=CC=C(CC(C(C(C(C(C=C(C=C(C(=O)O1)OC)C)C)O)C)O)C)C)OC)O)O
SMILES (Isomeric) C/C=C/[C@H]([C@@H](C)/C=C/C(=O)[C@@H](C)[C@@H]([C@H](C)[C@@H]1[C@H](/C=C\C=C(/C[C@H]([C@@H]([C@@H]([C@@H]([C@@H](/C=C(\C=C(/C(=O)O1)\OC)/C)C)O)C)O)C)\C)OC)O)O
InChI InChI=1S/C38H60O9/c1-12-14-30(39)24(4)17-18-31(40)27(7)36(43)29(9)37-32(45-10)16-13-15-22(2)19-25(5)34(41)28(8)35(42)26(6)20-23(3)21-33(46-11)38(44)47-37/h12-18,20-21,24-30,32,34-37,39,41-43H,19H2,1-11H3/b14-12+,16-13-,18-17+,22-15-,23-20-,33-21+/t24-,25+,26+,27+,28-,29-,30+,32-,34-,35+,36-,37+/m0/s1
InChI Key QPGTXBRGXJNRGI-PVQDHNMCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H60O9
Molecular Weight 660.90 g/mol
Exact Mass 660.42373349 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S,6E,8S,9R,10E)-3,9-dihydroxy-4,8-dimethyl-5-oxododeca-6,10-dien-2-yl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8159 81.59%
Caco-2 - 0.8336 83.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4840 48.40%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8334 83.34%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8953 89.53%
P-glycoprotein inhibitior + 0.7533 75.33%
P-glycoprotein substrate + 0.6728 67.28%
CYP3A4 substrate + 0.6848 68.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.9387 93.87%
CYP2C9 inhibition - 0.8651 86.51%
CYP2C19 inhibition - 0.7835 78.35%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7116 71.16%
CYP inhibitory promiscuity - 0.9194 91.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8414 84.14%
Carcinogenicity (trinary) Non-required 0.4743 47.43%
Eye corrosion - 0.9653 96.53%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.7210 72.10%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4589 45.89%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5657 56.57%
skin sensitisation - 0.7729 77.29%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6478 64.78%
Acute Oral Toxicity (c) III 0.4194 41.94%
Estrogen receptor binding + 0.7199 71.99%
Androgen receptor binding + 0.5376 53.76%
Thyroid receptor binding + 0.5732 57.32%
Glucocorticoid receptor binding + 0.6839 68.39%
Aromatase binding + 0.5266 52.66%
PPAR gamma + 0.6858 68.58%
Honey bee toxicity - 0.6549 65.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8231 82.31%

Targets

Top

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 99.27% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL2535 P11166 Glucose transporter 93.73% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.38% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.11% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.67% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.55% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.43% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.02% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.33% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 84.45% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.38% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.74% 91.49%
CHEMBL1902 P62942 FK506-binding protein 1A 81.65% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.64% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.59% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.96% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.57% 95.89%

Plants that contains it

Top
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

Top
PubChem 139587276
LOTUS LTS0204833
wikiData Q77561878