(4aS,6aS,6aR,6bS,8aS,9R,11R,12aS,14aS,14bS)-11-hydroxy-2,2,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

Top
Internal ID 8b7599d2-ad75-472c-b895-d3ef0b6db12c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aS,6aR,6bS,8aS,9R,11R,12aS,14aS,14bS)-11-hydroxy-2,2,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1C(=O)C(CC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C(=O)O)C)C)C)C)O
SMILES (Isomeric) C[C@H]1C(=O)[C@@H](C[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)C)C)O
InChI InChI=1S/C30H48O4/c1-18-23(32)19(31)16-21-26(18,4)9-8-20-27(21,5)11-12-29(7)22-17-25(2,3)10-14-30(22,24(33)34)15-13-28(20,29)6/h18-22,31H,8-17H2,1-7H3,(H,33,34)/t18-,19+,20-,21+,22-,26+,27+,28+,29-,30-/m0/s1
InChI Key LCBMALNDBNCPPY-GXHHTLALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.49
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4aS,6aS,6aR,6bS,8aS,9R,11R,12aS,14aS,14bS)-11-hydroxy-2,2,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 - 0.5462 54.62%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8749 87.49%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.8973 89.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.8652 86.52%
P-glycoprotein inhibitior - 0.6277 62.77%
P-glycoprotein substrate - 0.7529 75.29%
CYP3A4 substrate + 0.6464 64.64%
CYP2C9 substrate - 0.8363 83.63%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.8093 80.93%
CYP2C9 inhibition - 0.9438 94.38%
CYP2C19 inhibition - 0.9417 94.17%
CYP2D6 inhibition - 0.9732 97.32%
CYP1A2 inhibition - 0.8570 85.70%
CYP2C8 inhibition - 0.7192 71.92%
CYP inhibitory promiscuity - 0.9896 98.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7475 74.75%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9205 92.05%
Skin irritation + 0.6054 60.54%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4449 44.49%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.6997 69.97%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5916 59.16%
Acute Oral Toxicity (c) III 0.7424 74.24%
Estrogen receptor binding + 0.7492 74.92%
Androgen receptor binding + 0.6934 69.34%
Thyroid receptor binding + 0.6399 63.99%
Glucocorticoid receptor binding + 0.7662 76.62%
Aromatase binding + 0.7412 74.12%
PPAR gamma + 0.5598 55.98%
Honey bee toxicity - 0.8516 85.16%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9880 98.80%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.88% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.61% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.36% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.63% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.78% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.46% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.49% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.24% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.11% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 82.81% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.85% 93.03%

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.
Euonymus revolutus

Cross-Links

Top
PubChem 163189052
LOTUS LTS0029617
wikiData Q105149748