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(3E,5E,7S,8S,11E,13E,15S,16S)-8-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-methoxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-16-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-5-ethyl-2-methoxy-6-methyl-4-[(2R,4S,5S,6R)-4,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]-3-hydroxypentan-2-yl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

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 36cd8a0d-1911-495e-acff-e8721092251f
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5E,7S,8S,11E,13E,15S,16S)-8-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-methoxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-16-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-5-ethyl-2-methoxy-6-methyl-4-[(2R,4S,5S,6R)-4,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]-3-hydroxypentan-2-yl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C55H90O19/c1-14-37-34(9)73-54(65-12,26-41(37)68-45-24-39(56)49(62)36(11)67-45)32(7)47(60)30(5)51-28(3)20-16-18-23-44(59)71-52(29(4)21-17-19-22-43(58)70-51)31(6)48(61)33(8)55(66-13)27-42(38(15-2)35(10)74-55)69-46-25-40(57)50(63)53(64)72-46/h16-23,28-42,45-53,56-57,60-64H,14-15,24-27H2,1-13H3/b20-16+,21-17+,22-19+,23-18+/t28-,29-,30-,31-,32-,33-,34+,35+,36-,37+,38+,39-,40-,41+,42+,45-,46+,47+,48+,49+,50-,51-,52-,53+,54+,55+/m0/s1
InChI Key PKQVPJDSKRHCMD-ZXRCMKRNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C55H90O19
Molecular Weight 1055.30 g/mol
Exact Mass 1054.60763064 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.36
H-Bond Acceptor 19
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,5E,7S,8S,11E,13E,15S,16S)-8-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-4-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-ethyl-2-methoxy-6-methyloxan-2-yl]-3-hydroxypentan-2-yl]-16-[(2S,3R,4S)-4-[(2R,4R,5R,6R)-5-ethyl-2-methoxy-6-methyl-4-[(2R,4S,5S,6R)-4,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]-3-hydroxypentan-2-yl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5941 59.41%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6988 69.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8535 85.35%
OATP1B3 inhibitior + 0.8471 84.71%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9277 92.77%
P-glycoprotein inhibitior + 0.7395 73.95%
P-glycoprotein substrate + 0.7244 72.44%
CYP3A4 substrate + 0.6947 69.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition - 0.7257 72.57%
CYP2C9 inhibition - 0.9276 92.76%
CYP2C19 inhibition - 0.8889 88.89%
CYP2D6 inhibition - 0.9288 92.88%
CYP1A2 inhibition - 0.9571 95.71%
CYP2C8 inhibition - 0.5940 59.40%
CYP inhibitory promiscuity - 0.9730 97.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6964 69.64%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.7247 72.47%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7955 79.55%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5694 56.94%
skin sensitisation - 0.8810 88.10%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8159 81.59%
Acute Oral Toxicity (c) III 0.4898 48.98%
Estrogen receptor binding + 0.8078 80.78%
Androgen receptor binding + 0.7001 70.01%
Thyroid receptor binding + 0.6433 64.33%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.6004 60.04%
PPAR gamma + 0.8009 80.09%
Honey bee toxicity - 0.5297 52.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9280 92.80%

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 99.24% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.65% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.86% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 87.47% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.70% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.85% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 84.65% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.58% 89.00%
CHEMBL1871 P10275 Androgen Receptor 84.55% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.44% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.40% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.84% 96.61%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.60% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.79% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.66% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.60% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.27% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44584073
LOTUS LTS0206209
wikiData Q105210576