(1R,3aR,5aR,5bR,7aS,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysene-9,11-dione

Details

Top
Internal ID 821aee3b-7980-4d44-8b57-c0a206127cab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aR,5aR,5bR,7aS,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysene-9,11-dione
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(C(=O)CC(=O)C5(C)C)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(C(=O)CC(=O)C5(C)C)C)C)C
InChI InChI=1S/C30H46O2/c1-18(2)19-11-13-27(5)15-16-28(6)20(25(19)27)9-10-22-29(28,7)14-12-21-26(3,4)23(31)17-24(32)30(21,22)8/h19-22,25H,1,9-17H2,2-8H3/t19-,20+,21-,22-,25+,27+,28+,29+,30-/m0/s1
InChI Key XEMZJOMDKONECD-RESWYYLGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H46O2
Molecular Weight 438.70 g/mol
Exact Mass 438.349780706 g/mol
Topological Polar Surface Area (TPSA) 34.10 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.41
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3aR,5aR,5bR,7aS,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysene-9,11-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 - 0.5469 54.69%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6365 63.65%
OATP2B1 inhibitior - 0.7299 72.99%
OATP1B1 inhibitior + 0.8803 88.03%
OATP1B3 inhibitior - 0.2347 23.47%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8245 82.45%
P-glycoprotein inhibitior - 0.5174 51.74%
P-glycoprotein substrate - 0.7760 77.60%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7889 78.89%
CYP3A4 inhibition - 0.8686 86.86%
CYP2C9 inhibition - 0.8346 83.46%
CYP2C19 inhibition - 0.5689 56.89%
CYP2D6 inhibition - 0.9617 96.17%
CYP1A2 inhibition - 0.7918 79.18%
CYP2C8 inhibition + 0.4562 45.62%
CYP inhibitory promiscuity - 0.8353 83.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4757 47.57%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.8606 86.06%
Skin irritation + 0.5617 56.17%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4004 40.04%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7306 73.06%
skin sensitisation + 0.6839 68.39%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6402 64.02%
Acute Oral Toxicity (c) III 0.4049 40.49%
Estrogen receptor binding + 0.8061 80.61%
Androgen receptor binding + 0.7482 74.82%
Thyroid receptor binding + 0.6865 68.65%
Glucocorticoid receptor binding + 0.8512 85.12%
Aromatase binding + 0.7670 76.70%
PPAR gamma + 0.6837 68.37%
Honey bee toxicity - 0.7540 75.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9959 99.59%

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 92.88% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.75% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.56% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 91.09% 94.75%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.11% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.80% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.74% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.95% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 85.11% 95.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.79% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.18% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.55% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.05% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.45% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.90% 97.50%

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.
Phyllanthus puberus

Cross-Links

Top
PubChem 102063582
LOTUS LTS0091079
wikiData Q105326443