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[(3Z,3aS,5aR,7S,9aR,9bS)-3-[4-[(1S,2R,3R,5R)-2,3-diacetyloxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-3-en-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

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 5ab0d34f-5aff-4eaa-93b9-4b1b5b30908f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3Z,3aS,5aR,7S,9aR,9bS)-3-[4-[(1S,2R,3R,5R)-2,3-diacetyloxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-3-en-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
SMILES (Canonical) CC(=C)C1CC(C(C1C=CC(=C2C(=O)CC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)(C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=C)[C@@H]1C[C@H]([C@]([C@H]1C=C/C(=C/2\C(=O)C[C@@H]3[C@@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)/C)(C)OC(=O)C)OC(=O)C
InChI InChI=1S/C36H52O7/c1-20(2)25-18-31(42-23(5)38)36(11,43-24(6)39)26(25)13-12-21(3)32-27(40)19-29-34(9)17-15-30(41-22(4)37)33(7,8)28(34)14-16-35(29,32)10/h12-13,25-26,28-31H,1,14-19H2,2-11H3/b13-12?,32-21+/t25-,26-,28-,29-,30-,31+,34-,35-,36+/m0/s1
InChI Key CEDAETVGHBUTFR-PDMUEDEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O7
Molecular Weight 596.80 g/mol
Exact Mass 596.37130399 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.09
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3Z,3aS,5aR,7S,9aR,9bS)-3-[4-[(1S,2R,3R,5R)-2,3-diacetyloxy-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-3-en-2-ylidene]-3a,6,6,9a-tetramethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.7831 78.31%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7999 79.99%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior - 0.2556 25.56%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9707 97.07%
P-glycoprotein inhibitior + 0.8443 84.43%
P-glycoprotein substrate - 0.6076 60.76%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9127 91.27%
CYP3A4 inhibition - 0.6573 65.73%
CYP2C9 inhibition - 0.8636 86.36%
CYP2C19 inhibition - 0.8061 80.61%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.8950 89.50%
CYP2C8 inhibition + 0.6458 64.58%
CYP inhibitory promiscuity - 0.8863 88.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9093 90.93%
Skin irritation + 0.5597 55.97%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7084 70.84%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.7731 77.31%
skin sensitisation - 0.5826 58.26%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8353 83.53%
Acute Oral Toxicity (c) III 0.6211 62.11%
Estrogen receptor binding + 0.7677 76.77%
Androgen receptor binding + 0.6570 65.70%
Thyroid receptor binding + 0.6247 62.47%
Glucocorticoid receptor binding + 0.8232 82.32%
Aromatase binding + 0.7694 76.94%
PPAR gamma + 0.7344 73.44%
Honey bee toxicity - 0.5937 59.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.00% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.76% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.59% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.69% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.06% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.85% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.46% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.36% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.79% 90.17%
CHEMBL2581 P07339 Cathepsin D 87.77% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.57% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.35% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.32% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.59% 92.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.82% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.45% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 80.26% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.03% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162819860
LOTUS LTS0220140
wikiData Q104955526