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3,5-dihydroxy-4-[[(1R,2S,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-2-(3-methylbutanoyl)-6,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-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 b87e4f4e-5fbe-4e06-85a3-dcf8aa8c0182
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
IUPAC Name 3,5-dihydroxy-4-[[(1R,2S,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-2-(3-methylbutanoyl)-6,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES (Canonical) CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)CC=C(C)C)O)CC2C(CCC2(C)O)C(=C)C)O
SMILES (Isomeric) CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)CC=C(C)C)O)C[C@@H]2[C@H](CC[C@]2(C)O)C(=C)C)O
InChI InChI=1S/C31H46O5/c1-18(2)10-14-31(15-11-19(3)4)28(34)23(17-24-22(21(7)8)12-13-30(24,9)36)27(33)26(29(31)35)25(32)16-20(5)6/h10-11,20,22,24,33-34,36H,7,12-17H2,1-6,8-9H3/t22-,24-,30+/m1/s1
InChI Key CQSNGMUTSWOJCX-NETJKIJISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H46O5
Molecular Weight 498.70 g/mol
Exact Mass 498.33452456 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 7.25
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,5-dihydroxy-4-[[(1R,2S,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-2-(3-methylbutanoyl)-6,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 - 0.6360 63.60%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7472 74.72%
OATP2B1 inhibitior - 0.8550 85.50%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior + 0.8395 83.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8096 80.96%
P-glycoprotein inhibitior - 0.5063 50.63%
P-glycoprotein substrate + 0.5591 55.91%
CYP3A4 substrate + 0.6489 64.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.7769 77.69%
CYP2C9 inhibition - 0.7778 77.78%
CYP2C19 inhibition - 0.8118 81.18%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9203 92.03%
CYP2C8 inhibition - 0.6105 61.05%
CYP inhibitory promiscuity - 0.8969 89.69%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8200 82.00%
Skin irritation + 0.5317 53.17%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3837 38.37%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.6128 61.28%
skin sensitisation - 0.6335 63.35%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7121 71.21%
Acute Oral Toxicity (c) I 0.4677 46.77%
Estrogen receptor binding + 0.7214 72.14%
Androgen receptor binding + 0.6158 61.58%
Thyroid receptor binding + 0.5479 54.79%
Glucocorticoid receptor binding + 0.8100 81.00%
Aromatase binding + 0.7624 76.24%
PPAR gamma + 0.7357 73.57%
Honey bee toxicity - 0.7850 78.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9938 99.38%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.54% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.95% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.95% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.72% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.14% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.77% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.60% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.82% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.19% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.74% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.66% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.42% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 83.14% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.76% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.69% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.18% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.06% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.89% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.68% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.68% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.15% 93.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.14% 89.34%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.76% 83.10%

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.
Hypericum ascyron

Cross-Links

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PubChem 163049149
LOTUS LTS0033981
wikiData Q104968223