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(2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-10-acetyloxy-9-[[(2R,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-12-hydroxy-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

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Internal ID c3b44eae-ed62-4914-a77a-8840182280f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-10-acetyloxy-9-[[(2R,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-12-hydroxy-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(CC2OC(=O)C)O)C)CC=C5C4(CCC6(C5CC(CC6)(C)C(=O)O)C)C)C)O)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]2OC(=O)C)O)C)CC=C5[C@]4(CC[C@@]6([C@@H]5C[C@](CC6)(C)C(=O)O)C)C)C)O)O)OC(=O)C
InChI InChI=1S/C39H60O11/c1-20-32(50-22(3)41)30(43)31(44)33(48-20)47-19-23-24-11-12-38(7)28(39(24,8)29(42)17-27(23)49-21(2)40)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 AUVNLMMLRDVTKY-VGQXERCMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aS,6aS,6aS,6bR,8aS,9R,10S,12S,12aS,14bS)-10-acetyloxy-9-[[(2R,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxymethyl]-12-hydroxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9215 92.15%
Caco-2 - 0.8604 86.04%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8799 87.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.8671 86.71%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6590 65.90%
BSEP inhibitior + 0.7236 72.36%
P-glycoprotein inhibitior + 0.7806 78.06%
P-glycoprotein substrate + 0.5445 54.45%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.6997 69.97%
CYP2C9 inhibition - 0.8967 89.67%
CYP2C19 inhibition - 0.9016 90.16%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.7179 71.79%
CYP2C8 inhibition + 0.7218 72.18%
CYP inhibitory promiscuity - 0.9633 96.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6707 67.07%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9179 91.79%
Skin irritation + 0.5814 58.14%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis - 0.7264 72.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4670 46.70%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5694 56.94%
skin sensitisation - 0.9158 91.58%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5298 52.98%
Acute Oral Toxicity (c) III 0.4965 49.65%
Estrogen receptor binding + 0.7523 75.23%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding - 0.6144 61.44%
Glucocorticoid receptor binding + 0.7569 75.69%
Aromatase binding + 0.7285 72.85%
PPAR gamma + 0.7218 72.18%
Honey bee toxicity - 0.7137 71.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9829 98.29%

Targets

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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 98.24% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.94% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.73% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.87% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.07% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.76% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.27% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.01% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.81% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.57% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 85.41% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.79% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.06% 97.36%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.71% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.92% 92.94%

Plants that contains it

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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

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PubChem 45269861
LOTUS LTS0058260
wikiData Q104919158