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(1aR,2R,8aS)-1,1aalpha,2,5,5a,6,10,10aalpha-Octahydro-5beta,5abeta-dihydroxy-4-hydroxymethyl-1,1,7,9alpha-tetramethyl-6beta-[[(2E,4Z)-1-oxodeca-2,4-dienyl]oxy]-9H-2,8aalpha-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-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 621065f3-9f1b-4558-bd45-f815b95f0407
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name [(1S,4S,5S,6R,9R,10R,12R,14R)-5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (2E,4E)-deca-2,4-dienoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OC1C(=CC23C1(C(C(=CC(C2=O)C4C(C4(C)C)CC3C)CO)O)O)C
SMILES (Isomeric) CCCCC/C=C/C=C/C(=O)O[C@H]1C(=C[C@@]23[C@@]1([C@@H](C(=C[C@@H](C2=O)[C@H]4[C@H](C4(C)C)C[C@H]3C)CO)O)O)C
InChI InChI=1S/C30H42O6/c1-6-7-8-9-10-11-12-13-23(32)36-27-18(2)16-29-19(3)14-22-24(28(22,4)5)21(26(29)34)15-20(17-31)25(33)30(27,29)35/h10-13,15-16,19,21-22,24-25,27,31,33,35H,6-9,14,17H2,1-5H3/b11-10+,13-12+/t19-,21-,22-,24+,25-,27+,29+,30+/m1/s1
InChI Key XMXZQPNIMGCMHC-QUQRVGAQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O6
Molecular Weight 498.60 g/mol
Exact Mass 498.29813906 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.06
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aR,2R,8aS)-1,1aalpha,2,5,5a,6,10,10aalpha-Octahydro-5beta,5abeta-dihydroxy-4-hydroxymethyl-1,1,7,9alpha-tetramethyl-6beta-[[(2E,4Z)-1-oxodeca-2,4-dienyl]oxy]-9H-2,8aalpha-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9479 94.79%
Caco-2 - 0.7536 75.36%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7349 73.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7908 79.08%
OATP1B3 inhibitior + 0.9093 90.93%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.8582 85.82%
P-glycoprotein inhibitior + 0.7118 71.18%
P-glycoprotein substrate + 0.8466 84.66%
CYP3A4 substrate + 0.7114 71.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.6749 67.49%
CYP2C9 inhibition + 0.7709 77.09%
CYP2C19 inhibition - 0.7692 76.92%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.6945 69.45%
CYP2C8 inhibition + 0.6253 62.53%
CYP inhibitory promiscuity - 0.7527 75.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6707 67.07%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9398 93.98%
Skin irritation - 0.6209 62.09%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7044 70.44%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6013 60.13%
skin sensitisation - 0.8181 81.81%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8055 80.55%
Acute Oral Toxicity (c) III 0.5470 54.70%
Estrogen receptor binding + 0.7099 70.99%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding + 0.5243 52.43%
Glucocorticoid receptor binding + 0.7372 73.72%
Aromatase binding + 0.6897 68.97%
PPAR gamma + 0.5829 58.29%
Honey bee toxicity - 0.7167 71.67%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6203 62.03%
Fish aquatic toxicity + 0.9906 99.06%

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
CHEMBL2996 Q05655 Protein kinase C delta 99.70% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.69% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.38% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.84% 96.95%
CHEMBL2581 P07339 Cathepsin D 94.51% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 93.95% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.12% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.86% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.05% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.01% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.07% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.30% 92.94%
CHEMBL299 P17252 Protein kinase C alpha 85.28% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.84% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.84% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.66% 92.32%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.45% 92.08%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.85% 96.47%
CHEMBL5255 O00206 Toll-like receptor 4 81.84% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.48% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.31% 93.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.13% 82.38%

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 11103089
NPASS NPC50291