PlantaeDB Logo
Login Sign-up

(2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-9-[[(2R,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxymethyl]-10,12-dihydroxy-2,4a,6a,6b,12a-pentamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid

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

Top
Internal ID 7d6e9865-db1a-4978-88f3-b6b3c8a29a7b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-9-[[(2R,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxymethyl]-10,12-dihydroxy-2,4a,6a,6b,12a-pentamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C3CCC4(C(C3(C(CC2O)O)C)CC=C5C4(CCC6(C5CC(CC6)(C)C(=O)O)C)C)C)OC(=O)C)O)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]2[C@@H]3CC[C@@]4([C@@H]([C@]3([C@H](C[C@@H]2O)O)C)CC=C5[C@]4(CC[C@@]6([C@@H]5C[C@](CC6)(C)C(=O)O)C)C)C)OC(=O)C)O)OC(=O)C
InChI InChI=1S/C39H60O11/c1-20-31(49-21(2)40)30(44)32(50-22(3)41)33(48-20)47-19-23-24-11-12-38(7)28(39(24,8)29(43)17-27(23)42)10-9-25-26-18-36(5,34(45)46)14-13-35(26,4)15-16-37(25,38)6/h9,20,23-24,26-33,42-44H,10-19H2,1-8H3,(H,45,46)/t20-,23-,24-,26+,27-,28-,29-,30+,31-,32+,33+,35+,36+,37+,38+,39-/m0/s1
InChI Key HUNWHQSDNRTZBU-XNENCTOESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C39H60O11
Molecular Weight 704.90 g/mol
Exact Mass 704.41356273 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-9-[[(2R,3R,4R,5R,6S)-3,5-diacetyloxy-4-hydroxy-6-methyloxan-2-yl]oxymethyl]-10,12-dihydroxy-2,4a,6a,6b,12a-pentamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9172 91.72%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8425 84.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7991 79.91%
OATP1B3 inhibitior + 0.8821 88.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5046 50.46%
BSEP inhibitior + 0.7305 73.05%
P-glycoprotein inhibitior + 0.7799 77.99%
P-glycoprotein substrate + 0.5295 52.95%
CYP3A4 substrate + 0.7180 71.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8863 88.63%
CYP3A4 inhibition - 0.7539 75.39%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.9197 91.97%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8340 83.40%
CYP2C8 inhibition + 0.7185 71.85%
CYP inhibitory promiscuity - 0.9253 92.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6993 69.93%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9159 91.59%
Skin irritation + 0.5713 57.13%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6964 69.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4605 46.05%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6569 65.69%
skin sensitisation - 0.9213 92.13%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5122 51.22%
Acute Oral Toxicity (c) III 0.5871 58.71%
Estrogen receptor binding + 0.7231 72.31%
Androgen receptor binding + 0.7284 72.84%
Thyroid receptor binding - 0.6158 61.58%
Glucocorticoid receptor binding + 0.7310 73.10%
Aromatase binding + 0.7429 74.29%
PPAR gamma + 0.7094 70.94%
Honey bee toxicity - 0.7511 75.11%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9764 97.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.33% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.37% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.87% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.22% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.28% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.97% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.14% 100.00%
CHEMBL4208 P20618 Proteasome component C5 88.11% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.95% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.12% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 85.85% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.30% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.45% 97.21%
CHEMBL2581 P07339 Cathepsin D 84.14% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.49% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.22% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.61% 94.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.96% 92.94%

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.
Combretum sundaicum

Cross-Links

Top
PubChem 45268133
LOTUS LTS0020948
wikiData Q105033943