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(3E,5E,7R,8R,9E,13E,16S)-16-[(E,2S)-6-[(2S,3S,4R,5S)-4,6-dihydroxy-3,5,6-trimethyloxan-2-yl]hex-4-en-2-yl]-8-hydroxy-3,5,7-trimethyl-1-oxacyclohexadeca-3,5,9,13-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 ebf4273f-d33f-494f-9ffa-ae057fc48acd
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5E,7R,8R,9E,13E,16S)-16-[(E,2S)-6-[(2S,3S,4R,5S)-4,6-dihydroxy-3,5,6-trimethyloxan-2-yl]hex-4-en-2-yl]-8-hydroxy-3,5,7-trimethyl-1-oxacyclohexadeca-3,5,9,13-tetraen-2-one
SMILES (Canonical) CC1C=C(C=C(C(=O)OC(CC=CCCC=CC1O)C(C)CC=CCC2C(C(C(C(O2)(C)O)C)O)C)C)C
SMILES (Isomeric) C[C@@H]1/C=C(/C=C(/C(=O)O[C@@H](C/C=C/CC/C=C/[C@H]1O)[C@@H](C)C/C=C/C[C@H]2[C@H]([C@H]([C@@H](C(O2)(C)O)C)O)C)\C)\C
InChI InChI=1S/C32H50O6/c1-21-19-23(3)27(33)16-11-9-8-10-12-17-28(37-31(35)24(4)20-21)22(2)15-13-14-18-29-25(5)30(34)26(6)32(7,36)38-29/h10-14,16,19-20,22-23,25-30,33-34,36H,8-9,15,17-18H2,1-7H3/b12-10+,14-13+,16-11+,21-19+,24-20+/t22-,23+,25+,26-,27+,28-,29-,30+,32?/m0/s1
InChI Key QMKMNMNLBPBTFS-ZDRKQQBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3E,5E,7R,8R,9E,13E,16S)-16-[(E,2S)-6-[(2S,3S,4R,5S)-4,6-dihydroxy-3,5,6-trimethyloxan-2-yl]hex-4-en-2-yl]-8-hydroxy-3,5,7-trimethyl-1-oxacyclohexadeca-3,5,9,13-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 + 0.6392 63.92%
Caco-2 - 0.7753 77.53%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7620 76.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8155 81.55%
OATP1B3 inhibitior + 0.9249 92.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.7813 78.13%
P-glycoprotein substrate + 0.5658 56.58%
CYP3A4 substrate + 0.6789 67.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.6597 65.97%
CYP2C9 inhibition - 0.9093 90.93%
CYP2C19 inhibition - 0.8090 80.90%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.8080 80.80%
CYP2C8 inhibition - 0.6269 62.69%
CYP inhibitory promiscuity - 0.9051 90.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.6807 68.07%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9551 95.51%
Skin irritation + 0.4919 49.19%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6547 65.47%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5469 54.69%
skin sensitisation - 0.7644 76.44%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5306 53.06%
Acute Oral Toxicity (c) III 0.5057 50.57%
Estrogen receptor binding + 0.6808 68.08%
Androgen receptor binding - 0.5148 51.48%
Thyroid receptor binding + 0.5531 55.31%
Glucocorticoid receptor binding + 0.6828 68.28%
Aromatase binding + 0.6030 60.30%
PPAR gamma + 0.6080 60.80%
Honey bee toxicity - 0.7403 74.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9439 94.39%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.04% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 96.79% 89.63%
CHEMBL325 Q13547 Histone deacetylase 1 95.08% 95.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.40% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.91% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.86% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.70% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 93.31% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.64% 96.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.89% 90.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.77% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.77% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.79% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.64% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 86.23% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.21% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.62% 94.80%
CHEMBL226 P30542 Adenosine A1 receptor 85.10% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.04% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.15% 90.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.06% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.83% 86.33%

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 163112698
LOTUS LTS0197112
wikiData Q105224025