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(1S,3S,5'R,6S,6'S,8R,9Z,14R,15S,16R,17R,18R,19S,20S,21E,25S,27S,29R)-3,14,15,17,19,20-hexahydroxy-6'-[(2S)-2-hydroxybutyl]-16-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-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 0c96a696-2d7b-4694-a186-c1c2907b2dff
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (1S,3S,5'R,6S,6'S,8R,9Z,14R,15S,16R,17R,18R,19S,20S,21E,25S,27S,29R)-3,14,15,17,19,20-hexahydroxy-6'-[(2S)-2-hydroxybutyl]-16-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one
SMILES (Canonical) CCC(CC1C(CCC2(O1)CC3C(C(O2)CC4(C(CC(CO4)C)C=CCCCC(C(C(C(C(C(C(C=CC(=O)O3)(C)O)O)C)O)OC5CC(C(C(O5)C)O)OC)O)(C)O)O)C)C)O
SMILES (Isomeric) CC[C@@H](C[C@H]1[C@@H](CC[C@@]2(O1)C[C@H]3[C@@H]([C@@H](O2)C[C@]4([C@H](C[C@@H](CO4)C)/C=C\CCC[C@@]([C@H]([C@@H]([C@@H]([C@H]([C@@H]([C@@](/C=C/C(=O)O3)(C)O)O)C)O)O[C@H]5C[C@H]([C@H]([C@H](O5)C)O)OC)O)(C)O)O)C)C)O
InChI InChI=1S/C47H80O16/c1-10-32(48)21-33-27(3)15-19-46(62-33)23-35-28(4)36(63-46)24-47(56)31(20-26(2)25-58-47)14-12-11-13-17-44(7,54)43(53)41(61-38-22-34(57-9)40(51)30(6)59-38)39(50)29(5)42(52)45(8,55)18-16-37(49)60-35/h12,14,16,18,26-36,38-43,48,50-56H,10-11,13,15,17,19-25H2,1-9H3/b14-12-,18-16+/t26-,27+,28-,29+,30+,31-,32-,33-,34+,35-,36-,38-,39+,40-,41+,42-,43-,44+,45-,46-,47-/m0/s1
InChI Key NORZLTHXFWGSAT-AOCFWNEQSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C47H80O16
Molecular Weight 901.10 g/mol
Exact Mass 900.54463646 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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79553-45-0
RefChem:919529
(1S,3S,5'S,6S,6'S,8S,9E,14R,15R,16S,17R,18S,19S,20R,21E,25S,27R,29R)-3,14,15,17,19,20-hexahydroxy-6'-((2R)-2-hydroxybutyl)-16-((2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-5',6,14,18,20,29-hexamethylspiro(4,24,28-trioxatricyclo(23.3.1.03,8)nonacosa-9,21-diene-27,2'-oxane)-23-one
CHEBI:223422
(1S,3S,5'R,6S,6'S,8R,9Z,14R,15S,16R,17R,18R,19S,20S,21E,25S,27S,29R)-3,14,15,17,19,20-hexahydroxy-6'-[(2S)-2-hydroxybutyl]-16-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one

2D Structure

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2D Structure of (1S,3S,5'R,6S,6'S,8R,9Z,14R,15S,16R,17R,18R,19S,20S,21E,25S,27S,29R)-3,14,15,17,19,20-hexahydroxy-6'-[(2S)-2-hydroxybutyl]-16-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5',6,14,18,20,29-hexamethylspiro[4,24,28-trioxatricyclo[23.3.1.03,8]nonacosa-9,21-diene-27,2'-oxane]-23-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6492 64.92%
Caco-2 - 0.8774 87.74%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7602 76.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8219 82.19%
OATP1B3 inhibitior - 0.2238 22.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9561 95.61%
P-glycoprotein inhibitior + 0.7541 75.41%
P-glycoprotein substrate + 0.7988 79.88%
CYP3A4 substrate + 0.7350 73.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.8690 86.90%
CYP2C9 inhibition - 0.9189 91.89%
CYP2C19 inhibition - 0.8955 89.55%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9285 92.85%
CYP2C8 inhibition + 0.6875 68.75%
CYP inhibitory promiscuity - 0.9676 96.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7066 70.66%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.6378 63.78%
Skin corrosion - 0.9528 95.28%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7643 76.43%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5776 57.76%
skin sensitisation - 0.9012 90.12%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8676 86.76%
Acute Oral Toxicity (c) III 0.3779 37.79%
Estrogen receptor binding + 0.8023 80.23%
Androgen receptor binding + 0.7188 71.88%
Thyroid receptor binding + 0.5342 53.42%
Glucocorticoid receptor binding + 0.7553 75.53%
Aromatase binding + 0.5764 57.64%
PPAR gamma + 0.7901 79.01%
Honey bee toxicity - 0.6558 65.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5282 52.82%
Fish aquatic toxicity + 0.9218 92.18%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.79% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.52% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.17% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.08% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.77% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.76% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.31% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.00% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.77% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.92% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.76% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.23% 92.86%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.97% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.88% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.46% 97.14%
CHEMBL2581 P07339 Cathepsin D 88.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.95% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 87.50% 89.63%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.58% 91.24%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.03% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.92% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.80% 92.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.94% 83.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.39% 94.23%
CHEMBL5957 P21589 5'-nucleotidase 82.27% 97.78%
CHEMBL3401 O75469 Pregnane X receptor 81.58% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.36% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.98% 100.00%
CHEMBL204 P00734 Thrombin 80.34% 96.01%

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 139589095
LOTUS LTS0073096
wikiData Q105182744