(2S,4aS,6aR,6aR,6bS,8aR,12aS,14aS,14bR)-8a-formyl-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-3,4,5,6,6b,7,8,12,12a,13,14,14b-dodecahydro-1H-picene-2-carboxylic acid

Details

Top
Internal ID 48cf16a8-2438-4a84-9a14-dc70118ed41f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4aS,6aR,6aR,6bS,8aR,12aS,14aS,14bR)-8a-formyl-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-3,4,5,6,6b,7,8,12,12a,13,14,14b-dodecahydro-1H-picene-2-carboxylic acid
SMILES (Canonical) CC1=C(C(=O)CC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)C=O)O
SMILES (Isomeric) CC1=C(C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C)C=O)O
InChI InChI=1S/C30H44O5/c1-18-23(33)19(32)15-21-27(4)12-14-29(6)22-16-26(3,24(34)35)10-9-25(22,2)11-13-28(29,5)20(27)7-8-30(18,21)17-31/h17,20-22,33H,7-16H2,1-6H3,(H,34,35)/t20-,21-,22+,25+,26-,27+,28+,29-,30-/m0/s1
InChI Key CDOKUYLTAYCBST-PRVIFPDFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 91.70 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.51
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9829 98.29%
Caco-2 - 0.5698 56.98%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8555 85.55%
OATP2B1 inhibitior - 0.8638 86.38%
OATP1B1 inhibitior + 0.8549 85.49%
OATP1B3 inhibitior - 0.2569 25.69%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5592 55.92%
BSEP inhibitior + 0.8350 83.50%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6978 69.78%
CYP3A4 substrate + 0.6382 63.82%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8975 89.75%
CYP3A4 inhibition - 0.7979 79.79%
CYP2C9 inhibition - 0.9563 95.63%
CYP2C19 inhibition - 0.9499 94.99%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.8321 83.21%
CYP2C8 inhibition - 0.6596 65.96%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6441 64.41%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9397 93.97%
Skin irritation + 0.6627 66.27%
Skin corrosion - 0.9560 95.60%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6556 65.56%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7376 73.76%
skin sensitisation - 0.5718 57.18%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.6344 63.44%
Acute Oral Toxicity (c) III 0.5663 56.63%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.6885 68.85%
Thyroid receptor binding + 0.6184 61.84%
Glucocorticoid receptor binding + 0.8381 83.81%
Aromatase binding + 0.7791 77.91%
PPAR gamma + 0.6583 65.83%
Honey bee toxicity - 0.7704 77.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.66% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.50% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 89.32% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.16% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.62% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.11% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.07% 93.03%
CHEMBL236 P41143 Delta opioid receptor 84.57% 99.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.70% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 82.95% 91.19%
CHEMBL2581 P07339 Cathepsin D 82.32% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.59% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.31% 100.00%

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.
Tripterygium doianum
Tripterygium wilfordii

Cross-Links

Top
PubChem 163014033
LOTUS LTS0244977
wikiData Q104954696