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(6R)-3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6-methyl-6-(3-methylbut-2-enyl)-2-(2-methylpropanoyl)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 f52293fb-f87b-40fb-a0d6-69dd95f42e07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
IUPAC Name (6R)-3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6-methyl-6-(3-methylbut-2-enyl)-2-(2-methylpropanoyl)cyclohexa-2,4-dien-1-one
SMILES (Canonical) CC(C)C(=O)C1=C(C(=C(C(C1=O)(C)CC=C(C)C)O)CC2C(CCC2(C)O)C(=C)C)O
SMILES (Isomeric) CC(C)C(=O)C1=C(C(=C([C@@](C1=O)(C)CC=C(C)C)O)C[C@H]2[C@@H](CC[C@@]2(C)O)C(=C)C)O
InChI InChI=1S/C26H38O5/c1-14(2)9-11-25(7)23(29)18(22(28)20(24(25)30)21(27)16(5)6)13-19-17(15(3)4)10-12-26(19,8)31/h9,16-17,19,28-29,31H,3,10-13H2,1-2,4-8H3/t17-,19-,25+,26+/m0/s1
InChI Key QYPGFMLLGVPVHG-IPFQZCJUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H38O5
Molecular Weight 430.60 g/mol
Exact Mass 430.27192431 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.52
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6-methyl-6-(3-methylbut-2-enyl)-2-(2-methylpropanoyl)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 + 0.5323 53.23%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7472 74.72%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.8686 86.86%
OATP1B3 inhibitior + 0.8395 83.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7930 79.30%
P-glycoprotein inhibitior - 0.5770 57.70%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6375 63.75%
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 - 0.6936 69.36%
CYP inhibitory promiscuity - 0.8969 89.69%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9228 92.28%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.7236 72.36%
Skin irritation + 0.5317 53.17%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4632 46.32%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5701 57.01%
skin sensitisation - 0.6335 63.35%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7506 75.06%
Acute Oral Toxicity (c) I 0.4677 46.77%
Estrogen receptor binding + 0.6572 65.72%
Androgen receptor binding + 0.5941 59.41%
Thyroid receptor binding + 0.5970 59.70%
Glucocorticoid receptor binding + 0.7944 79.44%
Aromatase binding + 0.6503 65.03%
PPAR gamma + 0.7362 73.62%
Honey bee toxicity - 0.8125 81.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.46% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.75% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.39% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.44% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.97% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.59% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.44% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.47% 96.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.44% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 86.17% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.60% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.14% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.13% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.94% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.60% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.51% 93.04%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.14% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.12% 93.03%

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 henryi

Cross-Links

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PubChem 10410455
NPASS NPC58532
LOTUS LTS0104675
wikiData Q105230316