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(3Z,5E,7R,8S,9R,11Z,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-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

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Internal ID 6286c576-9c51-47bb-a92b-dcc489c42152
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3Z,5E,7R,8S,9R,11Z,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12?,20-13-,21-16+,29-17-/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1
InChI Key XDHNQDDQEHDUTM-NIVQKVTJSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O9
Molecular Weight 622.80 g/mol
Exact Mass 622.40808342 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3Z,5E,7R,8S,9R,11Z,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-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 + 0.7117 71.17%
Caco-2 - 0.8278 82.78%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5956 59.56%
OATP2B1 inhibitior - 0.8541 85.41%
OATP1B1 inhibitior + 0.8611 86.11%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8428 84.28%
P-glycoprotein inhibitior + 0.7271 72.71%
P-glycoprotein substrate + 0.7132 71.32%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8697 86.97%
CYP3A4 inhibition - 0.8871 88.71%
CYP2C9 inhibition - 0.8500 85.00%
CYP2C19 inhibition - 0.7980 79.80%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.9217 92.17%
CYP2C8 inhibition + 0.5999 59.99%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9428 94.28%
Carcinogenicity (trinary) Non-required 0.6063 60.63%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.6575 65.75%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6467 64.67%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5165 51.65%
skin sensitisation - 0.7729 77.29%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6594 65.94%
Acute Oral Toxicity (c) III 0.5794 57.94%
Estrogen receptor binding + 0.7416 74.16%
Androgen receptor binding + 0.5424 54.24%
Thyroid receptor binding + 0.5379 53.79%
Glucocorticoid receptor binding + 0.6946 69.46%
Aromatase binding + 0.6005 60.05%
PPAR gamma + 0.6334 63.34%
Honey bee toxicity - 0.6589 65.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.7164 71.64%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2998 P56373 P2X purinoceptor 3 755 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.32% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.80% 97.25%
CHEMBL2535 P11166 Glucose transporter 93.65% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.21% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.15% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.87% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 88.69% 97.05%
CHEMBL2581 P07339 Cathepsin D 88.55% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.61% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.62% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.30% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.26% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.89% 94.80%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.45% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.21% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.62% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.13% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.07% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.28% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.23% 97.33%

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 71308159
LOTUS LTS0017796
wikiData Q105325719