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[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-13-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-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 4079bcb1-b611-4157-8607-45b16778f6e1
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-13-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] acetate
SMILES (Canonical) CC(=C)C1CCC2(C1C3C(=O)CC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3C(=O)C[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)C)C)C
InChI InChI=1S/C32H50O3/c1-19(2)21-10-13-29(6)16-17-32(9)27(26(21)29)22(34)18-24-30(7)14-12-25(35-20(3)33)28(4,5)23(30)11-15-31(24,32)8/h21,23-27H,1,10-18H2,2-9H3/t21-,23-,24+,25-,26+,27+,29+,30-,31+,32+/m0/s1
InChI Key NLEUJEPQHSWETP-AKUYYDLTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O3
Molecular Weight 482.70 g/mol
Exact Mass 482.37599545 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 8.80
Atomic LogP (AlogP) 7.77
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

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-13-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-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 + 0.9965 99.65%
Caco-2 - 0.6233 62.33%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8035 80.35%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8433 84.33%
OATP1B3 inhibitior - 0.2794 27.94%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5802 58.02%
P-glycoprotein inhibitior + 0.5917 59.17%
P-glycoprotein substrate - 0.7462 74.62%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate - 0.8017 80.17%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition - 0.6998 69.98%
CYP2C9 inhibition - 0.8239 82.39%
CYP2C19 inhibition + 0.5098 50.98%
CYP2D6 inhibition - 0.9572 95.72%
CYP1A2 inhibition - 0.9027 90.27%
CYP2C8 inhibition + 0.5172 51.72%
CYP inhibitory promiscuity - 0.8341 83.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5097 50.97%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8807 88.07%
Skin irritation + 0.5581 55.81%
Skin corrosion - 0.9670 96.70%
Ames mutagenesis - 0.6551 65.51%
Human Ether-a-go-go-Related Gene inhibition + 0.6452 64.52%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation + 0.5644 56.44%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6436 64.36%
Acute Oral Toxicity (c) III 0.7901 79.01%
Estrogen receptor binding + 0.7553 75.53%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding + 0.5848 58.48%
Glucocorticoid receptor binding + 0.7835 78.35%
Aromatase binding + 0.7376 73.76%
PPAR gamma + 0.6480 64.80%
Honey bee toxicity - 0.6549 65.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.77% 82.69%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.58% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.43% 92.94%
CHEMBL3524 P56524 Histone deacetylase 4 88.35% 92.97%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.81% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.05% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.51% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.34% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.32% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.41% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.81% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.61% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 80.94% 94.75%
CHEMBL217 P14416 Dopamine D2 receptor 80.61% 95.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.42% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.37% 95.56%

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.
Mikania guaco
Stevia amambayensis

Cross-Links

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PubChem 163189058
LOTUS LTS0133593
wikiData Q105181302