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Samholide A

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 a154c81b-33f1-4525-8dca-9a647a9b8c4f
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(2R,3S,4R,5S)-2-[[(1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-25-[(2R,3S,4R,5S)-3-[(2R)-2,3-dihydroxypropanoyl]oxy-4,5-dimethoxyoxan-2-yl]oxy-13,15,35,37-tetrahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaen-3-yl]oxy]-4,5-dimethoxyoxan-3-yl] (2R)-2,3-dihydroxypropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C96H160O34/c1-53-25-31-71(125-95-91(129-93(109)77(103)49-97)89(117-17)83(115-15)51-119-95)43-65-21-19-23-67(123-65)47-79(113-13)60(8)76(102)40-64(100)42-82(62(10)88(108)56(4)30-34-70-46-74(112-12)38-58(6)122-70)128-86(106)36-28-54(2)26-32-72(126-96-92(130-94(110)78(104)50-98)90(118-18)84(116-16)52-120-96)44-66-22-20-24-68(124-66)48-80(114-14)59(7)75(101)39-63(99)41-81(127-85(105)35-27-53)61(9)87(107)55(3)29-33-69-45-73(111-11)37-57(5)121-69/h19-22,25-28,35-36,55-84,87-92,95-104,107-108H,23-24,29-34,37-52H2,1-18H3/b35-27+,36-28+,53-25+,54-26+/t55-,56-,57-,58-,59-,60-,61+,62+,63+,64+,65-,66-,67-,68-,69-,70-,71-,72-,73+,74+,75-,76-,77+,78+,79-,80-,81-,82-,83-,84-,87-,88-,89+,90+,91-,92-,95+,96+/m0/s1
InChI Key WLZDJBOPVJQGLD-YXPINYNESA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C96H160O34
Molecular Weight 1858.30 g/mol
Exact Mass 1858.0824570 g/mol
Topological Polar Surface Area (TPSA) 455.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.97
H-Bond Acceptor 34
H-Bond Donor 10
Rotatable Bonds 30

Synonyms

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RefChem:181092
((2R,3S,4R,5S)-2-(((1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-25-((2R,3S,4R,5S)-3-((2R)-2,3-dihydroxypropanoyl)oxy-4,5-dimethoxyoxan-2-yl)oxy-13,15,35,37-tetrahydroxy-11,33-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyloxan-2-yl)-4-methylhexan-2-yl)-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo(39.3.1.119,23)hexatetraconta-5,7,21,27,29,43-hexaen-3-yl)oxy)-4,5-dimethoxyoxan-3-yl) (2R)-2,3-dihydroxypropanoate
((2R,3S,4R,5S)-2-(((1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-25-((2R,3S,4R,5S)-3-((2S)-2,3-dihydroxypropanoyl)oxy-4,5-dimethoxyoxan-2-yl)oxy-13,15,35,37-tetrahydroxy-11,33-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyloxan-2-yl)-4-methylhexan-2-yl)-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo(39.3.1.119,23)hexatetraconta-5,7,21,27,29,43-hexaen-3-yl)oxy)-4,5-dimethoxyoxan-3-yl) (2R)-2,3-dihydroxypropanoate
(2R,2'R,3S,3'S,4R,4'R,5S,5'S)-(((1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-13,15,35,37-tetrahydroxy-11,33-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)-4-methylhexan-2-yl)-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo(39.3.1.119,23)hexatetraconta-5,7,21,27,29,43-hexaene-3,25-diyl)bis(oxy))bis(4,5-dimethoxytetrahydro-2H-pyran-2,3-diyl) (2R,2'R)-bis(2,3-dihydroxypropanoate)
(2R,2'R,3S,3'S,4R,4'R,5S,5'S)-(((1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-13,15,35,37-tetrahydroxy-11,33-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)-4-methylhexan-2-yl)-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaene-3,25-diyl)bis(oxy))bis(4,5-dimethoxytetrahydro-2H-pyran-2,3-diyl) (2R,2'R)-bis(2,3-dihydroxypropanoate)
(2R,3S,4R,5S)-2-(((1R,3S,11S,13R,15S,16S,17S,19S,23R,25S,33S,35R,37S,38S,39S,41S)-25-(((2R,3S,4R,5S)-3-(((2R)-2,3-dihydroxypropanoyl)oxy)-4,5-dimethoxyoxan-2-yl)oxy)-13,15,35,37-tetrahydroxy-11,33-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyloxan-2-yl)-4-methylhexan-2-yl)-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo(39.3.1.1,)hexatetraconta-5,7,21,27,29,43-hexaen-3-yl)oxy)-4,5-dimethoxyoxan-3-yl (2R)-2,3-dihydroxypropanoic acid
(2R,3S,4R,5S)-2-{[(1R,3S,11S,13R,15S,16S,17S,19S,23R,25S,33S,35R,37S,38S,39S,41S)-25-{[(2R,3S,4R,5S)-3-{[(2R)-2,3-dihydroxypropanoyl]oxy}-4,5-dimethoxyoxan-2-yl]oxy}-13,15,35,37-tetrahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo[39.3.1.1,]hexatetraconta-5,7,21,27,29,43-hexaen-3-yl]oxy}-4,5-dimethoxyoxan-3-yl (2R)-2,3-dihydroxypropanoic acid
[(2R,3S,4R,5S)-2-[[(1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-25-[(2R,3S,4R,5S)-3-[(2R)-2,3-dihydroxypropanoyl]oxy-4,5-dimethoxyoxan-2-yl]oxy-13,15,35,37-tetrahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaen-3-yl]oxy]-4,5-dimethoxyoxan-3-yl] (2R)-2,3-dihydroxypropanoate
[(2R,3S,4R,5S)-2-[[(1R,3S,5E,7E,11S,13R,15S,16S,17S,19S,23R,25S,27E,29E,33S,35R,37S,38S,39S,41S)-25-[(2R,3S,4R,5S)-3-[(2S)-2,3-dihydroxypropanoyl]oxy-4,5-dimethoxyoxan-2-yl]oxy-13,15,35,37-tetrahydroxy-11,33-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-17,39-dimethoxy-6,16,28,38-tetramethyl-9,31-dioxo-10,32,45,46-tetraoxatricyclo[39.3.1.119,23]hexatetraconta-5,7,21,27,29,43-hexaen-3-yl]oxy]-4,5-dimethoxyoxan-3-yl] (2R)-2,3-dihydroxypropanoate

2D Structure

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2D Structure of Samholide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6318 63.18%
Caco-2 - 0.8570 85.70%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7894 78.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8092 80.92%
OATP1B3 inhibitior + 0.8794 87.94%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9846 98.46%
P-glycoprotein inhibitior + 0.7428 74.28%
P-glycoprotein substrate + 0.7881 78.81%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8931 89.31%
CYP3A4 inhibition - 0.8122 81.22%
CYP2C9 inhibition - 0.9295 92.95%
CYP2C19 inhibition - 0.8825 88.25%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.8772 87.72%
CYP2C8 inhibition + 0.7371 73.71%
CYP inhibitory promiscuity - 0.9867 98.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7184 71.84%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.7115 71.15%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7728 77.28%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5730 57.30%
skin sensitisation - 0.9171 91.71%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7969 79.69%
Acute Oral Toxicity (c) III 0.5981 59.81%
Estrogen receptor binding + 0.7166 71.66%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding + 0.6552 65.52%
Glucocorticoid receptor binding + 0.8034 80.34%
Aromatase binding + 0.6458 64.58%
PPAR gamma + 0.8209 82.09%
Honey bee toxicity - 0.6767 67.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.8734 87.34%

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 98.21% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.17% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.39% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.22% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.10% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.25% 91.19%
CHEMBL2581 P07339 Cathepsin D 87.16% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.15% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.86% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.60% 96.47%
CHEMBL4208 P20618 Proteasome component C5 86.17% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.12% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.56% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.46% 85.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.40% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.40% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.43% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.72% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.53% 94.80%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.35% 86.92%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.95% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 80.61% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.51% 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 139591433
LOTUS LTS0004239
wikiData Q104203111