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(3Z,5Z,9S,10S,12S,13S,14Z,19S,20R)-9,10,12,13-tetrahydroxy-4,19-dimethyl-8,11,17-trimethylidene-20-[(2R,3S)-3-[(2S)-pentan-2-yl]oxiran-2-yl]-1-oxacycloicosa-3,5,14-trien-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

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Internal ID 0a709ed5-559d-4e64-939a-6930d84387db
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3Z,5Z,9S,10S,12S,13S,14Z,19S,20R)-9,10,12,13-tetrahydroxy-4,19-dimethyl-8,11,17-trimethylidene-20-[(2R,3S)-3-[(2S)-pentan-2-yl]oxiran-2-yl]-1-oxacycloicosa-3,5,14-trien-2-one
SMILES (Canonical) CCCC(C)C1C(O1)C2C(CC(=C)CC=CC(C(C(=C)C(C(C(=C)CC=CC(=CC(=O)O2)C)O)O)O)O)C
SMILES (Isomeric) CCC[C@H](C)[C@H]1[C@@H](O1)[C@H]2[C@H](CC(=C)C/C=C\[C@@H]([C@H](C(=C)[C@@H]([C@H](C(=C)C/C=C\C(=C/C(=O)O2)\C)O)O)O)O)C
InChI InChI=1S/C31H46O7/c1-8-11-21(5)29-31(38-29)30-22(6)16-18(2)13-10-15-24(32)27(35)23(7)28(36)26(34)20(4)14-9-12-19(3)17-25(33)37-30/h9-10,12,15,17,21-22,24,26-32,34-36H,2,4,7-8,11,13-14,16H2,1,3,5-6H3/b12-9-,15-10-,19-17-/t21-,22-,24-,26-,27-,28-,29-,30+,31+/m0/s1
InChI Key NFOKXEYWZUZJRF-FMZZXDJESA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O7
Molecular Weight 530.70 g/mol
Exact Mass 530.32435380 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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106463-75-6
(3Z,5Z,9S,10S,12S,13S,14Z,19S,20R)-9,10,12,13-tetrahydroxy-4,19-dimethyl-8,11,17-trimethylidene-20-[(2R,3S)-3-[(2S)-pentan-2-yl]oxiran-2-yl]-1-oxacycloicosa-3,5,14-trien-2-one
(3E,5E,9S,10S,12S,13S,14E,19S,20R)-4,19-Dimethyl-20-[(2R,3S)-3-[(1S)-1-methylbutyl]oxiranyl]-9,10,12
Oxacycloeicosa-3,5,14-trien-2-one, 9,10,12,13-tetrahydroxy-4,19-dimethyl-20-((2R,3S)-3-((1S)-1-methylbutyl)oxiranyl)-8,11,17-tris(methylene)-, (3E,5E,9S,10S,12S,13S,14E,19S,20R)-

2D Structure

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2D Structure of (3Z,5Z,9S,10S,12S,13S,14Z,19S,20R)-9,10,12,13-tetrahydroxy-4,19-dimethyl-8,11,17-trimethylidene-20-[(2R,3S)-3-[(2S)-pentan-2-yl]oxiran-2-yl]-1-oxacycloicosa-3,5,14-trien-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7905 79.05%
Caco-2 - 0.8165 81.65%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5313 53.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7920 79.20%
OATP1B3 inhibitior + 0.9281 92.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9057 90.57%
P-glycoprotein inhibitior + 0.5779 57.79%
P-glycoprotein substrate + 0.6447 64.47%
CYP3A4 substrate + 0.6589 65.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8908 89.08%
CYP3A4 inhibition - 0.6673 66.73%
CYP2C9 inhibition - 0.6958 69.58%
CYP2C19 inhibition - 0.5299 52.99%
CYP2D6 inhibition - 0.8766 87.66%
CYP1A2 inhibition - 0.7516 75.16%
CYP2C8 inhibition - 0.6403 64.03%
CYP inhibitory promiscuity - 0.7878 78.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6005 60.05%
Eye corrosion - 0.9784 97.84%
Eye irritation - 0.9367 93.67%
Skin irritation - 0.6362 63.62%
Skin corrosion - 0.8972 89.72%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8147 81.47%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6459 64.59%
skin sensitisation - 0.7615 76.15%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5912 59.12%
Acute Oral Toxicity (c) III 0.5096 50.96%
Estrogen receptor binding + 0.6643 66.43%
Androgen receptor binding - 0.5096 50.96%
Thyroid receptor binding - 0.4941 49.41%
Glucocorticoid receptor binding + 0.6482 64.82%
Aromatase binding + 0.5356 53.56%
PPAR gamma + 0.5812 58.12%
Honey bee toxicity - 0.8060 80.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9701 97.01%

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 98.80% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.04% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 95.13% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.45% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.79% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 92.75% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.28% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.66% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.36% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.93% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 87.89% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.48% 91.11%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.27% 82.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.09% 99.23%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 86.72% 85.94%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 84.81% 95.00%
CHEMBL299 P17252 Protein kinase C alpha 83.83% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.93% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.87% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.40% 99.17%

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 6442935
LOTUS LTS0125268
wikiData Q105178590