PlantaeDB Logo
Login Sign-up

1-[1-(3,3a,5-trimethyl-2-oxo-1,3,3b,4,6,6a,7,7a-octahydrocyclopenta[a]pentalene-5-carbonyl)oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carbonyl]oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carboxylic 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

Top
Internal ID 85ef8e40-66cd-48bf-a461-f849c38ac50f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
IUPAC Name 1-[1-(3,3a,5-trimethyl-2-oxo-1,3,3b,4,6,6a,7,7a-octahydrocyclopenta[a]pentalene-5-carbonyl)oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carbonyl]oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carboxylic acid
SMILES (Canonical) CC1C(=O)CC2C1(C3CC(CC3C2)(C)C(=O)OC4=C5CC6CC(CC6C5(C(=C)C4=O)C)(C)C(=O)OC7=C8CC9CC(CC9C8(C(=C)C7=O)C)(C)C(=O)O)C
SMILES (Isomeric) CC1C(=O)CC2C1(C3CC(CC3C2)(C)C(=O)OC4=C5CC6CC(CC6C5(C(=C)C4=O)C)(C)C(=O)OC7=C8CC9CC(CC9C8(C(=C)C7=O)C)(C)C(=O)O)C
InChI InChI=1S/C45H54O9/c1-20-32(46)13-26-10-23-15-41(5,18-29(23)43(20,26)7)38(51)53-36-28-12-25-16-42(6,19-31(25)45(28,9)22(3)34(36)48)39(52)54-35-27-11-24-14-40(4,37(49)50)17-30(24)44(27,8)21(2)33(35)47/h20,23-26,29-31H,2-3,10-19H2,1,4-9H3,(H,49,50)
InChI Key XROYAYHTAHEXNB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C45H54O9
Molecular Weight 738.90 g/mol
Exact Mass 738.37678330 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.50
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[1-(3,3a,5-trimethyl-2-oxo-1,3,3b,4,6,6a,7,7a-octahydrocyclopenta[a]pentalene-5-carbonyl)oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carbonyl]oxy-3a,5-dimethyl-3-methylidene-2-oxo-4,6,6a,7-tetrahydro-3bH-cyclopenta[a]pentalene-5-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.8428 84.28%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7862 78.62%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8837 88.37%
OATP1B3 inhibitior + 0.8591 85.91%
MATE1 inhibitior - 0.5200 52.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9036 90.36%
P-glycoprotein inhibitior + 0.7559 75.59%
P-glycoprotein substrate + 0.6258 62.58%
CYP3A4 substrate + 0.6654 66.54%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9080 90.80%
CYP3A4 inhibition - 0.6234 62.34%
CYP2C9 inhibition - 0.8785 87.85%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9588 95.88%
CYP1A2 inhibition - 0.8095 80.95%
CYP2C8 inhibition + 0.4725 47.25%
CYP inhibitory promiscuity - 0.9788 97.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9005 90.05%
Skin irritation + 0.5315 53.15%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5518 55.18%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.6596 65.96%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5340 53.40%
Acute Oral Toxicity (c) III 0.4560 45.60%
Estrogen receptor binding + 0.7495 74.95%
Androgen receptor binding + 0.7470 74.70%
Thyroid receptor binding + 0.5866 58.66%
Glucocorticoid receptor binding + 0.7458 74.58%
Aromatase binding + 0.7080 70.80%
PPAR gamma + 0.6834 68.34%
Honey bee toxicity - 0.6782 67.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9969 99.69%

Targets

Top

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.72% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.77% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.55% 85.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.31% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.09% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.80% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.59% 91.19%
CHEMBL1902 P62942 FK506-binding protein 1A 84.86% 97.05%
CHEMBL217 P14416 Dopamine D2 receptor 84.83% 95.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.25% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.61% 95.50%
CHEMBL2581 P07339 Cathepsin D 82.59% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.24% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.86% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 81.49% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.67% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.56% 82.69%

Plants that contains it

Top
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

Top
PubChem 139586391
LOTUS LTS0105397
wikiData Q77505485