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(3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3-hydroxypentan-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

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Internal ID 0a98aa98-43ae-4186-8327-3835cd36c4f4
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3-hydroxypentan-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=CC1C(C(CC(O1)(C(C)C(C(C)C2C(C=CC=C(CC(C(C(C(C(C=C(C=C(C(=O)O2)OC)C)C)O)C)O)C)C)OC)O)O)OC3CC(C(C(O3)C)O)O)C
SMILES (Isomeric) C/C=C/[C@@H]1[C@H]([C@@H](C[C@@](O1)([C@@H](C)[C@@H]([C@H](C)[C@@H]2[C@H](/C=C\C=C(/C[C@H]([C@@H]([C@@H]([C@@H]([C@@H](/C=C(\C=C(/C(=O)O2)\OC)/C)C)O)C)O)C)\C)OC)O)O)OC3CC(C(C(O3)C)O)O)C
InChI InChI=1S/C44H72O13/c1-13-15-33-27(6)36(55-37-21-32(45)41(49)31(10)54-37)22-44(51,57-33)30(9)40(48)29(8)42-34(52-11)17-14-16-23(2)18-25(4)38(46)28(7)39(47)26(5)19-24(3)20-35(53-12)43(50)56-42/h13-17,19-20,25-34,36-42,45-49,51H,18,21-22H2,1-12H3/b15-13+,17-14-,23-16-,24-19-,35-20+/t25-,26-,27-,28+,29+,30+,31?,32?,33-,34+,36-,37?,38+,39-,40-,41?,42-,44-/m1/s1
InChI Key MTLOJNVKXXZIBC-YEKUWCNWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H72O13
Molecular Weight 809.00 g/mol
Exact Mass 808.49729235 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.49
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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(3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-((2S,3R,4S)-4-((2R,4R,5S,6R)-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxy-5-methyl-6-((E)-prop-1-enyl)oxan-2-yl)-3-hydroxypentan-2-yl)-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one
(3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3-hydroxypentan-2-yl]-8,10-dihydroxy-3,17-dimethoxy-5,7,9,11,13-pentamethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one
RefChem:918969
144450-34-0
CHEBI:215597

2D Structure

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2D Structure of (3E,5Z,7R,8R,9S,10S,11R,13Z,15Z,17S,18R)-18-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-2-yl]-3-hydroxypentan-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5642 56.42%
Caco-2 - 0.8674 86.74%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6086 60.86%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8262 82.62%
OATP1B3 inhibitior + 0.9064 90.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9122 91.22%
P-glycoprotein inhibitior + 0.7398 73.98%
P-glycoprotein substrate + 0.8199 81.99%
CYP3A4 substrate + 0.7277 72.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8748 87.48%
CYP3A4 inhibition - 0.9393 93.93%
CYP2C9 inhibition - 0.9142 91.42%
CYP2C19 inhibition - 0.8592 85.92%
CYP2D6 inhibition - 0.9258 92.58%
CYP1A2 inhibition - 0.9337 93.37%
CYP2C8 inhibition + 0.7234 72.34%
CYP inhibitory promiscuity - 0.9532 95.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6452 64.52%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.6567 65.67%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7612 76.12%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5665 56.65%
skin sensitisation - 0.8285 82.85%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7008 70.08%
Acute Oral Toxicity (c) III 0.4699 46.99%
Estrogen receptor binding + 0.7745 77.45%
Androgen receptor binding + 0.5747 57.47%
Thyroid receptor binding + 0.5663 56.63%
Glucocorticoid receptor binding + 0.7699 76.99%
Aromatase binding + 0.5443 54.43%
PPAR gamma + 0.7613 76.13%
Honey bee toxicity - 0.5746 57.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8786 87.86%

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 99.81% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 92.30% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.40% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.22% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.92% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.22% 97.14%
CHEMBL2535 P11166 Glucose transporter 89.18% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.00% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.47% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 88.20% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.18% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.85% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.35% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.86% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.37% 97.21%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.77% 94.80%
CHEMBL2581 P07339 Cathepsin D 83.39% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.18% 83.57%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.39% 93.56%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.35% 97.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.19% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.85% 96.95%
CHEMBL4208 P20618 Proteasome component C5 81.46% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.13% 97.36%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.86% 100.00%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.62% 94.00%

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 139586085
LOTUS LTS0244360
wikiData Q77498427