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methyl (3R,3aR,5S,9R,9aS)-5-[(1R,3aS,4R,7aR)-7a-methoxycarbonyl-1,3a,4-trimethyl-7-oxo-1,2,3,4-tetrahydroinden-5-yl]-3,9,9a-trimethyl-4-oxo-1,2,3,5,6,7,8,9-octahydrocyclopenta[b]naphthalene-3a-carboxylate

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 bf4f8768-0874-4134-aad1-26a991eba98d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl (3R,3aR,5S,9R,9aS)-5-[(1R,3aS,4R,7aR)-7a-methoxycarbonyl-1,3a,4-trimethyl-7-oxo-1,2,3,4-tetrahydroinden-5-yl]-3,9,9a-trimethyl-4-oxo-1,2,3,5,6,7,8,9-octahydrocyclopenta[b]naphthalene-3a-carboxylate
SMILES (Canonical) CC1CCC2(C1(C(=O)C=C(C2C)C3CCCC4=C3C(=O)C5(C(CCC5(C4C)C)C)C(=O)OC)C(=O)OC)C
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@]1(C(=O)C=C([C@H]2C)[C@@H]3CCCC4=C3C(=O)[C@]5([C@@H](CC[C@]5([C@@H]4C)C)C)C(=O)OC)C(=O)OC)C
InChI InChI=1S/C32H44O6/c1-17-12-14-29(5)20(4)23(16-24(33)31(17,29)27(35)37-7)22-11-9-10-21-19(3)30(6)15-13-18(2)32(30,28(36)38-8)26(34)25(21)22/h16-20,22H,9-15H2,1-8H3/t17-,18-,19-,20-,22+,29+,30+,31-,32-/m1/s1
InChI Key YHAMPUKPFZHPOZ-BPLDCFHXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O6
Molecular Weight 524.70 g/mol
Exact Mass 524.31378912 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.64
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3R,3aR,5S,9R,9aS)-5-[(1R,3aS,4R,7aR)-7a-methoxycarbonyl-1,3a,4-trimethyl-7-oxo-1,2,3,4-tetrahydroinden-5-yl]-3,9,9a-trimethyl-4-oxo-1,2,3,5,6,7,8,9-octahydrocyclopenta[b]naphthalene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 - 0.6212 62.12%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7549 75.49%
OATP2B1 inhibitior - 0.7175 71.75%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior + 0.9337 93.37%
MATE1 inhibitior + 0.6600 66.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9682 96.82%
P-glycoprotein inhibitior + 0.7944 79.44%
P-glycoprotein substrate - 0.7014 70.14%
CYP3A4 substrate + 0.6810 68.10%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition - 0.8938 89.38%
CYP2C9 inhibition - 0.7142 71.42%
CYP2C19 inhibition - 0.8611 86.11%
CYP2D6 inhibition - 0.9621 96.21%
CYP1A2 inhibition - 0.6240 62.40%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7986 79.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9320 93.20%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.5512 55.12%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7554 75.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4024 40.24%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5906 59.06%
skin sensitisation - 0.7820 78.20%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8857 88.57%
Acute Oral Toxicity (c) III 0.4761 47.61%
Estrogen receptor binding + 0.7306 73.06%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding + 0.6459 64.59%
Glucocorticoid receptor binding + 0.8428 84.28%
Aromatase binding + 0.6571 65.71%
PPAR gamma + 0.6988 69.88%
Honey bee toxicity - 0.8980 89.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9965 99.65%

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 98.14% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.71% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.29% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.08% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.91% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.69% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.32% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.03% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.88% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.24% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.66% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.54% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.26% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.18% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.97% 94.33%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 82.68% 80.96%
CHEMBL340 P08684 Cytochrome P450 3A4 81.96% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.51% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.27% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.00% 97.25%

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.
Porella acutifolia

Cross-Links

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PubChem 15479053
LOTUS LTS0141071
wikiData Q105348326