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3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6,6-bis(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 80940ea5-9a72-40e8-9ab5-870469b8d7d3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
IUPAC Name 3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6,6-bis(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)(CC=C(C)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)(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/C30H44O5/c1-17(2)10-14-30(15-11-18(3)4)27(33)22(26(32)24(28(30)34)25(31)20(7)8)16-23-21(19(5)6)12-13-29(23,9)35/h10-11,20-21,23,32-33,35H,5,12-16H2,1-4,6-9H3/t21-,23-,29+/m0/s1
InChI Key HQQVCLPKNAOYCV-HKLKAILGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.86
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,5-dihydroxy-4-[[(1S,2R,5R)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]methyl]-6,6-bis(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 - 0.6039 60.39%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7472 74.72%
OATP2B1 inhibitior - 0.7097 70.97%
OATP1B1 inhibitior + 0.8495 84.95%
OATP1B3 inhibitior + 0.8395 83.95%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8790 87.90%
P-glycoprotein inhibitior - 0.4945 49.45%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6447 64.47%
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 - 0.7098 70.98%
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 - 0.7922 79.22%
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 - 0.4171 41.71%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5253 52.53%
skin sensitisation - 0.6335 63.35%
Respiratory toxicity + 0.6222 62.22%
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 + 0.7462 74.62%
Androgen receptor binding + 0.6454 64.54%
Thyroid receptor binding + 0.5818 58.18%
Glucocorticoid receptor binding + 0.8202 82.02%
Aromatase binding + 0.7283 72.83%
PPAR gamma + 0.7710 77.10%
Honey bee toxicity - 0.8012 80.12%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6800 68.00%
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 99.53% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.91% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.63% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.50% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.39% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.05% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.86% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.57% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.81% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.42% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.72% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.41% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.29% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.03% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 81.36% 98.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.29% 96.95%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.14% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.66% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.40% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.29% 92.88%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.10% 93.04%

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
Hypericum henryi

Cross-Links

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PubChem 14502640
LOTUS LTS0050482
wikiData Q105032390