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17-[3,5-dihydroxy-7-[(2R,5S,6R)-5-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,6-dimethylnonan-2-yl]-3-[(2R,3R,4S,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,7,9,23,25,27,29,33,34-nonahydroxy-4,26,30-trimethyl-16,35-dioxabicyclo[29.3.1]pentatriaconta-11,13,19,21-tetraen-15-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 afb866e8-fddf-4773-8d7e-4ec87190e79d
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name 17-[3,5-dihydroxy-7-[(2R,5S,6R)-5-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,6-dimethylnonan-2-yl]-3-[(2R,3R,4S,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,7,9,23,25,27,29,33,34-nonahydroxy-4,26,30-trimethyl-16,35-dioxabicyclo[29.3.1]pentatriaconta-11,13,19,21-tetraen-15-one
SMILES (Canonical) CCC(C(C)C(C(C)C(C(C)C1CC=CC=CC(CC(C(C(CC(C(C2CC(C(C(O2)(CC(C(CCC(CC(CC=CC=CC(=O)O1)O)O)C)OC3C(C(C(C(O3)C)O)OC4CC(C(C(O4)C)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)C)O)O)C)O)O)O)O)OC6CCC(C(O6)C)OC7CCC(C(O7)C)O
SMILES (Isomeric) CCC(C(C)C(C(C)C(C(C)C1CC=CC=CC(CC(C(C(CC(C(C2CC(C(C(O2)(CC(C(CCC(CC(CC=CC=CC(=O)O1)O)O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C)O)O[C@H]4C[C@H]([C@@H]([C@H](O4)C)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)O)O)O)O)O)O)C)O)O)C)O)O)O)O)O[C@H]6CC[C@@H]([C@H](O6)C)O[C@H]7CC[C@@H]([C@H](O7)C)O
InChI InChI=1S/C77H132O31/c1-13-56(103-63-29-27-58(43(9)98-63)104-62-28-26-50(81)42(8)97-62)39(5)65(88)41(7)66(89)40(6)57-22-18-14-16-21-48(79)31-51(82)37(3)52(83)32-53(84)38(4)59-33-55(86)74(95)77(96,108-59)35-60(36(2)24-25-49(80)30-47(78)20-17-15-19-23-61(87)102-57)105-76-73(107-75-71(94)70(93)68(91)45(11)100-75)72(69(92)46(12)101-76)106-64-34-54(85)67(90)44(10)99-64/h14-19,21,23,36-60,62-76,78-86,88-96H,13,20,22,24-35H2,1-12H3/t36?,37?,38?,39?,40?,41?,42-,43-,44-,45-,46-,47?,48?,49?,50+,51?,52?,53?,54-,55?,56?,57?,58+,59?,60?,62+,63+,64+,65?,66?,67-,68-,69-,70+,71-,72+,73-,74?,75+,76+,77?/m1/s1
InChI Key DWQPOHQPNVTGDF-VWGCIBNVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C77H132O31
Molecular Weight 1553.90 g/mol
Exact Mass 1552.8752574 g/mol
Topological Polar Surface Area (TPSA) 492.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 31
H-Bond Donor 18
Rotatable Bonds 17

Synonyms

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RefChem:150437
CHEBI:210816

2D Structure

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2D Structure of 17-[3,5-dihydroxy-7-[(2R,5S,6R)-5-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,6-dimethylnonan-2-yl]-3-[(2R,3R,4S,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1,7,9,23,25,27,29,33,34-nonahydroxy-4,26,30-trimethyl-16,35-dioxabicyclo[29.3.1]pentatriaconta-11,13,19,21-tetraen-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4797 47.97%
Caco-2 - 0.8627 86.27%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6751 67.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8049 80.49%
OATP1B3 inhibitior - 0.3054 30.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior + 0.7428 74.28%
P-glycoprotein substrate + 0.8282 82.82%
CYP3A4 substrate + 0.7532 75.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8883 88.83%
CYP3A4 inhibition - 0.6751 67.51%
CYP2C9 inhibition - 0.9300 93.00%
CYP2C19 inhibition - 0.8344 83.44%
CYP2D6 inhibition - 0.9495 94.95%
CYP1A2 inhibition - 0.9374 93.74%
CYP2C8 inhibition + 0.8248 82.48%
CYP inhibitory promiscuity - 0.9648 96.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7174 71.74%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.5746 57.46%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8009 80.09%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5479 54.79%
skin sensitisation - 0.8706 87.06%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6073 60.73%
Acute Oral Toxicity (c) III 0.4388 43.88%
Estrogen receptor binding + 0.8022 80.22%
Androgen receptor binding + 0.6884 68.84%
Thyroid receptor binding + 0.6739 67.39%
Glucocorticoid receptor binding + 0.8050 80.50%
Aromatase binding + 0.6187 61.87%
PPAR gamma + 0.8342 83.42%
Honey bee toxicity - 0.5929 59.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9663 96.63%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 99.57% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.17% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.30% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.81% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.95% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.63% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.48% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.11% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.02% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.90% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.14% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.91% 96.47%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.37% 98.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.29% 97.36%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.03% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.92% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.71% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.31% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.30% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.78% 92.78%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.73% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.28% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.14% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.02% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.15% 96.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.13% 96.61%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 81.41% 91.43%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.22% 90.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.98% 96.21%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.31% 97.33%

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 139588283
LOTUS LTS0249671
wikiData Q104990703