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(1S,2S,5S,6S,9S,13S,16S,18R)-16-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-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 c41bce93-8875-485b-8ad2-c6764d801318
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,5S,6S,9S,13S,16S,18R)-16-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5C4=CCC67C5(CCC6C(OC7=O)(C)CCCC(C)C)C)C)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC)O)O)O)O)O)OC1C(C(C(C(O1)CO)O)OC1C(C(C(C(O1)CO)O)OC)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@H]5C4=CC[C@@]67[C@]5(CC[C@@H]6[C@](OC7=O)(C)CCCC(C)C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)OC)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC)O)O
InChI InChI=1S/C67H110O31/c1-27(2)12-11-18-66(8)37-16-20-65(7)30-13-14-36-63(4,5)38(17-19-64(36,6)29(30)15-21-67(37,65)62(83)98-66)93-61-55(43(76)35(26-86-61)92-57-48(81)53(41(74)33(24-70)88-57)95-58-46(79)51(84-9)39(72)31(22-68)89-58)97-56-45(78)44(77)50(28(3)87-56)94-60-49(82)54(42(75)34(25-71)91-60)96-59-47(80)52(85-10)40(73)32(23-69)90-59/h15,27-28,30-61,68-82H,11-14,16-26H2,1-10H3/t28-,30-,31-,32-,33-,34-,35-,36+,37-,38+,39-,40-,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,51+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61+,64-,65+,66+,67-/m1/s1
InChI Key ZLMXZWLZWSFOKX-FAXWXEFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C67H110O31
Molecular Weight 1411.60 g/mol
Exact Mass 1410.7031067 g/mol
Topological Polar Surface Area (TPSA) 459.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -3.01
H-Bond Acceptor 31
H-Bond Donor 15
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,6S,9S,13S,16S,18R)-16-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8817 88.17%
Caco-2 - 0.8669 86.69%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8487 84.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8078 80.78%
OATP1B3 inhibitior + 0.8243 82.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9344 93.44%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.6832 68.32%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.9292 92.92%
CYP2C9 inhibition - 0.8638 86.38%
CYP2C19 inhibition - 0.9064 90.64%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.9039 90.39%
CYP2C8 inhibition + 0.7307 73.07%
CYP inhibitory promiscuity - 0.9296 92.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5420 54.20%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8979 89.79%
Skin irritation - 0.6648 66.48%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7866 78.66%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6531 65.31%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8019 80.19%
Acute Oral Toxicity (c) III 0.5791 57.91%
Estrogen receptor binding + 0.7794 77.94%
Androgen receptor binding + 0.7634 76.34%
Thyroid receptor binding + 0.6638 66.38%
Glucocorticoid receptor binding + 0.7883 78.83%
Aromatase binding + 0.6758 67.58%
PPAR gamma + 0.8259 82.59%
Honey bee toxicity - 0.6406 64.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9391 93.91%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.52% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.40% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.91% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.18% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.33% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 88.86% 92.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.89% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.69% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.45% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.14% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.58% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.42% 97.36%
CHEMBL2996 Q05655 Protein kinase C delta 85.32% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.06% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.66% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.91% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.93% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.48% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.33% 99.17%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.27% 95.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.67% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.52% 92.62%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.31% 97.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.01% 90.71%
CHEMBL1871 P10275 Androgen Receptor 80.57% 96.43%
CHEMBL5028 O14672 ADAM10 80.30% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.05% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.03% 100.00%

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 21607585
LOTUS LTS0248725
wikiData Q104394181