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3-[5,7-dihydroxy-4a,8-dimethyl-2-(5,7,9,11-tetrahydroxy-10,12-dimethyltridec-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 3d6069d9-2668-4c24-b784-92aeb00b9719
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3-[5,7-dihydroxy-4a,8-dimethyl-2-(5,7,9,11-tetrahydroxy-10,12-dimethyltridec-2-en-2-yl)-2,5,6,7,8,8a-hexahydro-1H-naphthalen-1-yl]-2-methylprop-2-enoic acid
SMILES (Canonical) CC1C(CC(C2(C1C(C(C=C2)C(=CCC(CC(CC(C(C)C(C(C)C)O)O)O)O)C)C=C(C)C(=O)O)C)O)O
SMILES (Isomeric) CC1C(CC(C2(C1C(C(C=C2)C(=CCC(CC(CC(C(C)C(C(C)C)O)O)O)O)C)C=C(C)C(=O)O)C)O)O
InChI InChI=1S/C31H52O8/c1-16(2)29(37)20(6)25(34)14-22(33)13-21(32)9-8-17(3)23-10-11-31(7)27(36)15-26(35)19(5)28(31)24(23)12-18(4)30(38)39/h8,10-12,16,19-29,32-37H,9,13-15H2,1-7H3,(H,38,39)
InChI Key AKDLLCSTRRAVPQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O8
Molecular Weight 552.70 g/mol
Exact Mass 552.36621861 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 7
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[5,7-dihydroxy-4a,8-dimethyl-2-(5,7,9,11-tetrahydroxy-10,12-dimethyltridec-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 + 0.9870 98.70%
Caco-2 - 0.8154 81.54%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6769 67.69%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.8470 84.70%
OATP1B3 inhibitior + 0.8960 89.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6417 64.17%
P-glycoprotein inhibitior - 0.4809 48.09%
P-glycoprotein substrate + 0.7127 71.27%
CYP3A4 substrate + 0.6705 67.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9062 90.62%
CYP3A4 inhibition - 0.8814 88.14%
CYP2C9 inhibition - 0.9179 91.79%
CYP2C19 inhibition - 0.8276 82.76%
CYP2D6 inhibition - 0.9122 91.22%
CYP1A2 inhibition - 0.9273 92.73%
CYP2C8 inhibition - 0.5928 59.28%
CYP inhibitory promiscuity - 0.7394 73.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6461 64.61%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9383 93.83%
Skin irritation + 0.5090 50.90%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6905 69.05%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5692 56.92%
skin sensitisation - 0.5430 54.30%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8915 89.15%
Acute Oral Toxicity (c) I 0.4869 48.69%
Estrogen receptor binding + 0.7338 73.38%
Androgen receptor binding + 0.6931 69.31%
Thyroid receptor binding + 0.5339 53.39%
Glucocorticoid receptor binding + 0.6046 60.46%
Aromatase binding + 0.5978 59.78%
PPAR gamma + 0.6134 61.34%
Honey bee toxicity - 0.7307 73.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9791 97.91%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.67% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.55% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.10% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.94% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.26% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.98% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.98% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.54% 96.38%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.50% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 90.52% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 88.78% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.85% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 86.84% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.75% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.55% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.49% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.28% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.68% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.63% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.79% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.51% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.29% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.78% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 162816159
LOTUS LTS0251623
wikiData Q103816193