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[(2R,3S,4S,5R,7R,9S,10S,11R,12S,13R)-12-(5-acetyloxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-2-[(2S)-butan-2-yl]-10-(3-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-6,14-dioxo-oxacyclotetradec-4-yl] acetate

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 5bdff77e-1385-401d-873f-93d6373b13b1
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(2R,3S,4S,5R,7R,9S,10S,11R,12S,13R)-12-(5-acetyloxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-2-[(2S)-butan-2-yl]-10-(3-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-6,14-dioxo-oxacyclotetradec-4-yl] acetate
SMILES (Canonical) CCC(C)C1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)OC(=O)C)(C)OC)C)OC3C(C(CC(O3)C)OC)O)C)C)C)OC(=O)C)C
SMILES (Isomeric) CC[C@H](C)[C@@H]1[C@@H]([C@@H]([C@H](C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)OC2CC(C(C(O2)C)OC(=O)C)(C)OC)C)OC3C(C(CC(O3)C)OC)O)C)C)C)OC(=O)C)C
InChI InChI=1S/C42H72O14/c1-16-20(2)35-25(7)37(52-29(11)43)24(6)33(45)21(3)17-22(4)36(56-41-34(46)31(48-14)18-23(5)50-41)26(8)38(27(9)40(47)55-35)54-32-19-42(13,49-15)39(28(10)51-32)53-30(12)44/h20-28,31-32,34-39,41,46H,16-19H2,1-15H3/t20-,21+,22-,23?,24-,25-,26+,27+,28?,31?,32?,34?,35+,36-,37+,38-,39?,41?,42?/m0/s1
InChI Key QKNWXXMTBYYOSH-SEPKXXSJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O14
Molecular Weight 801.00 g/mol
Exact Mass 800.49220697 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.42
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,7R,9S,10S,11R,12S,13R)-12-(5-acetyloxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-2-[(2S)-butan-2-yl]-10-(3-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-3,5,7,9,11,13-hexamethyl-6,14-dioxo-oxacyclotetradec-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9593 95.93%
Caco-2 - 0.8348 83.48%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6825 68.25%
OATP2B1 inhibitior - 0.8683 86.83%
OATP1B1 inhibitior + 0.8212 82.12%
OATP1B3 inhibitior + 0.8550 85.50%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5806 58.06%
P-glycoprotein inhibitior + 0.7830 78.30%
P-glycoprotein substrate + 0.7654 76.54%
CYP3A4 substrate + 0.7255 72.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9035 90.35%
CYP3A4 inhibition - 0.8572 85.72%
CYP2C9 inhibition - 0.9237 92.37%
CYP2C19 inhibition - 0.9336 93.36%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.9113 91.13%
CYP2C8 inhibition - 0.7244 72.44%
CYP inhibitory promiscuity - 0.9443 94.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6186 61.86%
Eye corrosion - 0.9830 98.30%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.7647 76.47%
Skin corrosion - 0.9212 92.12%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5967 59.67%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8681 86.81%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity + 0.4758 47.58%
Acute Oral Toxicity (c) III 0.6881 68.81%
Estrogen receptor binding + 0.6503 65.03%
Androgen receptor binding + 0.6179 61.79%
Thyroid receptor binding - 0.6911 69.11%
Glucocorticoid receptor binding + 0.7754 77.54%
Aromatase binding + 0.6330 63.30%
PPAR gamma + 0.6926 69.26%
Honey bee toxicity - 0.5523 55.23%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7664 76.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.24% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.87% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.69% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.66% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.47% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.13% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.57% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.41% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.57% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.90% 96.47%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.55% 89.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.06% 92.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.75% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.40% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.35% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.07% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.41% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.31% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.75% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.67% 95.56%

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 162821112
LOTUS LTS0164707
wikiData Q105223238