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[(E)-7-hydroxy-4-methyl-2-methylidenehept-4-enyl] (2R)-3-[(2S,6S,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate

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 55d501ac-c071-48f8-a274-b634aad64fd5
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
IUPAC Name [(E)-7-hydroxy-4-methyl-2-methylidenehept-4-enyl] (2R)-3-[(2S,6S,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate
SMILES (Canonical) CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(C)(C(=O)OCC(=C)CC(=CCCO)C)O)O)C)O)O
SMILES (Isomeric) C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)OCC(=C)C/C(=C/CCO)/C)O)O)C)O)O
InChI InChI=1S/C53H82O14/c1-32(12-11-24-54)26-34(3)31-60-49(58)50(8,59)30-40-15-16-44(56)53(64-40)29-33(2)27-43(65-53)35(4)13-14-39-18-22-52(63-39)23-19-42-48(67-52)45(57)38(7)47(62-42)41(55)28-37(6)46-36(5)17-21-51(66-46)20-9-10-25-61-51/h12-14,29,35-37,39-48,54-57,59H,3,7,9-11,15-28,30-31H2,1-2,4-6,8H3/b14-13+,32-12+/t35-,36-,37+,39+,40+,41+,42-,43+,44-,45-,46+,47+,48-,50-,51+,52-,53+/m1/s1
InChI Key ZNGPNCVMHKWKIN-APNRAKPMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H82O14
Molecular Weight 943.20 g/mol
Exact Mass 942.57045729 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 6.95
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-7-hydroxy-4-methyl-2-methylidenehept-4-enyl] (2R)-3-[(2S,6S,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9303 93.03%
Caco-2 - 0.8650 86.50%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7774 77.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8078 80.78%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9780 97.80%
P-glycoprotein inhibitior + 0.7480 74.80%
P-glycoprotein substrate + 0.8097 80.97%
CYP3A4 substrate + 0.7542 75.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8492 84.92%
CYP3A4 inhibition - 0.7451 74.51%
CYP2C9 inhibition - 0.9021 90.21%
CYP2C19 inhibition - 0.9005 90.05%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition + 0.8340 83.40%
CYP inhibitory promiscuity - 0.9146 91.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5360 53.60%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9031 90.31%
Skin irritation + 0.6020 60.20%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7488 74.88%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.9145 91.45%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6846 68.46%
Acute Oral Toxicity (c) I 0.6496 64.96%
Estrogen receptor binding + 0.8199 81.99%
Androgen receptor binding + 0.7455 74.55%
Thyroid receptor binding + 0.5681 56.81%
Glucocorticoid receptor binding + 0.7401 74.01%
Aromatase binding + 0.6333 63.33%
PPAR gamma + 0.8002 80.02%
Honey bee toxicity - 0.6182 61.82%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9690 96.90%

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 98.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.80% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.34% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 96.70% 89.63%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 96.67% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.87% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.56% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.91% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.83% 91.24%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.68% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 93.29% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.73% 93.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.52% 90.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.50% 92.88%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.82% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.06% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.82% 98.75%
CHEMBL299 P17252 Protein kinase C alpha 87.06% 98.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.98% 96.90%
CHEMBL5028 O14672 ADAM10 86.56% 97.50%
CHEMBL4073 P09237 Matrix metalloproteinase 7 86.20% 97.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.97% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.88% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.33% 95.71%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.19% 89.67%
CHEMBL5555 O00767 Acyl-CoA desaturase 83.77% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.73% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.23% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.28% 91.07%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 82.17% 88.33%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.96% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.66% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.61% 97.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.47% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.36% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.30% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.20% 92.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.83% 90.24%
CHEMBL1914 P06276 Butyrylcholinesterase 80.28% 95.00%

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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Cross-Links

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PubChem 163190679
LOTUS LTS0070389
wikiData Q105380058