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(E)-3-[(1S,2S,4aS,6S,7R,8S,8aR)-6,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,8R,9R)-5,7,9-trihydroxy-8,10-dimethylundec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid

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 d6c4765c-3a1b-402a-b2b7-53f7c5c7c971
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (E)-3-[(1S,2S,4aS,6S,7R,8S,8aR)-6,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,8R,9R)-5,7,9-trihydroxy-8,10-dimethylundec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid
SMILES (Canonical) CC1C2C(C(C(=CC2(CC(C1O)O)C)C)C(=CCC(CC(C(C)C(C(C)C)O)O)O)C)C=C(C)C(=O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@@H]([C@H](C(=C[C@]2(C[C@@H]([C@@H]1O)O)C)C)/C(=C/C[C@H](C[C@@H]([C@@H](C)[C@@H](C(C)C)O)O)O)/C)/C=C(\C)/C(=O)O
InChI InChI=1S/C30H50O7/c1-15(2)27(34)19(6)23(32)12-21(31)10-9-16(3)25-18(5)13-30(8)14-24(33)28(35)20(7)26(30)22(25)11-17(4)29(36)37/h9,11,13,15,19-28,31-35H,10,12,14H2,1-8H3,(H,36,37)/b16-9+,17-11+/t19-,20+,21-,22-,23+,24+,25+,26+,27-,28-,30+/m1/s1
InChI Key VETABZGKBLIXPA-NINICFORSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O7
Molecular Weight 522.70 g/mol
Exact Mass 522.35565393 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-3-[(1S,2S,4aS,6S,7R,8S,8aR)-6,7-dihydroxy-3,4a,8-trimethyl-2-[(E,5R,7S,8R,9R)-5,7,9-trihydroxy-8,10-dimethylundec-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9760 97.60%
Caco-2 - 0.7892 78.92%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6314 63.14%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.8675 86.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6624 66.24%
P-glycoprotein inhibitior - 0.5450 54.50%
P-glycoprotein substrate + 0.6804 68.04%
CYP3A4 substrate + 0.6622 66.22%
CYP2C9 substrate - 0.7939 79.39%
CYP2D6 substrate - 0.9009 90.09%
CYP3A4 inhibition - 0.8317 83.17%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.8586 85.86%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.8991 89.91%
CYP2C8 inhibition - 0.6107 61.07%
CYP inhibitory promiscuity - 0.8817 88.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6301 63.01%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9376 93.76%
Skin irritation - 0.5195 51.95%
Skin corrosion - 0.9226 92.26%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6580 65.80%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation - 0.5981 59.81%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9471 94.71%
Acute Oral Toxicity (c) III 0.5069 50.69%
Estrogen receptor binding + 0.7013 70.13%
Androgen receptor binding + 0.6802 68.02%
Thyroid receptor binding + 0.5388 53.88%
Glucocorticoid receptor binding + 0.6886 68.86%
Aromatase binding + 0.5733 57.33%
PPAR gamma + 0.6347 63.47%
Honey bee toxicity - 0.7987 79.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9815 98.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.17% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.11% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.28% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.70% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.44% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.39% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.28% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.88% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.62% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.15% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.76% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.69% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.97% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.89% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.84% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.76% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.06% 93.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.66% 95.69%
CHEMBL1951 P21397 Monoamine oxidase A 80.65% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.50% 95.50%

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 163187112
LOTUS LTS0107867
wikiData Q105284842