dimethyl (2R,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

Top
Internal ID e4002019-fb9c-4849-8580-b257908bf1e9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name dimethyl (2R,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)OC)O)O)C)C)C2C1)C)C(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)(C[C@H]([C@@H]([C@]3(C)C(=O)OC)O)O)C
InChI InChI=1S/C32H50O6/c1-27(2)13-15-32(26(36)38-8)16-14-29(4)19(20(32)17-27)9-10-22-28(3)18-21(33)24(34)31(6,25(35)37-7)23(28)11-12-30(22,29)5/h9,20-24,33-34H,10-18H2,1-8H3/t20-,21+,22+,23+,24-,28+,29+,30+,31+,32-/m0/s1
InChI Key NRQWOYJXRZMQPN-JTFSFCSYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.45
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of dimethyl (2R,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9840 98.40%
Caco-2 - 0.6501 65.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8613 86.13%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior - 0.3204 32.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.7959 79.59%
P-glycoprotein inhibitior + 0.6035 60.35%
P-glycoprotein substrate - 0.7716 77.16%
CYP3A4 substrate + 0.6664 66.64%
CYP2C9 substrate - 0.6276 62.76%
CYP2D6 substrate - 0.8064 80.64%
CYP3A4 inhibition - 0.7655 76.55%
CYP2C9 inhibition - 0.7494 74.94%
CYP2C19 inhibition - 0.7614 76.14%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.7088 70.88%
CYP2C8 inhibition - 0.5885 58.85%
CYP inhibitory promiscuity - 0.9764 97.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9843 98.43%
Carcinogenicity (trinary) Non-required 0.6600 66.00%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9280 92.80%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.7530 75.30%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4917 49.17%
Acute Oral Toxicity (c) I 0.3552 35.52%
Estrogen receptor binding + 0.7164 71.64%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding + 0.5849 58.49%
Glucocorticoid receptor binding + 0.7514 75.14%
Aromatase binding + 0.7129 71.29%
PPAR gamma + 0.5978 59.78%
Honey bee toxicity - 0.8083 80.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9936 99.36%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.64% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.06% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.75% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.63% 96.77%
CHEMBL4040 P28482 MAP kinase ERK2 88.95% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.79% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.09% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.73% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.41% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.27% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.22% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.76% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.56% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.05% 94.33%

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.
Chaenomeles sinensis

Cross-Links

Top
PubChem 162948271
LOTUS LTS0091379
wikiData Q105184778