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[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-oxobutanoate

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 32c6904b-e868-4316-9699-950f30292c9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-oxobutanoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)CC(=O)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)CC(=O)C)C)C
InChI InChI=1S/C34H54O3/c1-21(2)23-12-15-31(6)18-19-33(8)24(29(23)31)10-11-26-32(7)16-14-27(37-28(36)20-22(3)35)30(4,5)25(32)13-17-34(26,33)9/h23-27,29H,1,10-20H2,2-9H3/t23-,24+,25-,26+,27-,29+,31+,32-,33+,34+/m0/s1
InChI Key LXKHTRIBEQXUKK-CPNGYXTASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O3
Molecular Weight 510.80 g/mol
Exact Mass 510.40729558 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 10.30
Atomic LogP (AlogP) 8.55
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-oxobutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 - 0.7074 70.74%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7448 74.48%
OATP2B1 inhibitior - 0.5653 56.53%
OATP1B1 inhibitior + 0.8862 88.62%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8513 85.13%
P-glycoprotein inhibitior + 0.6473 64.73%
P-glycoprotein substrate - 0.6491 64.91%
CYP3A4 substrate + 0.7182 71.82%
CYP2C9 substrate - 0.6075 60.75%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7718 77.18%
CYP2C9 inhibition - 0.7650 76.50%
CYP2C19 inhibition - 0.5202 52.02%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.8647 86.47%
CYP2C8 inhibition + 0.5778 57.78%
CYP inhibitory promiscuity - 0.7514 75.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5176 51.76%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8857 88.57%
Skin irritation + 0.5228 52.28%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6974 69.74%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.8948 89.48%
skin sensitisation - 0.5727 57.27%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7050 70.50%
Acute Oral Toxicity (c) I 0.3768 37.68%
Estrogen receptor binding + 0.7180 71.80%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding - 0.4893 48.93%
Glucocorticoid receptor binding + 0.7103 71.03%
Aromatase binding + 0.7168 71.68%
PPAR gamma + 0.7111 71.11%
Honey bee toxicity - 0.6272 62.72%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
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 96.59% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.86% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.04% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.16% 97.25%
CHEMBL233 P35372 Mu opioid receptor 90.83% 97.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.46% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.33% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 87.46% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.35% 91.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.83% 94.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.77% 82.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.71% 96.95%
CHEMBL2996 Q05655 Protein kinase C delta 85.58% 97.79%
CHEMBL2581 P07339 Cathepsin D 85.14% 98.95%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 84.81% 95.42%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.52% 97.50%
CHEMBL1075317 P61964 WD repeat-containing protein 5 84.01% 96.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.95% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.71% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.77% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 81.63% 83.82%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.71% 95.36%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.70% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.66% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.42% 95.50%

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.
Croton megalocarpus

Cross-Links

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PubChem 101630471
LOTUS LTS0224230
wikiData Q105158899