PlantaeDB Logo
Login Sign-up

(1S,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 e1c9ea7f-595f-40e7-8ab7-f89e7aced27b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C)C2C1C)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C39H54O6/c1-23-14-19-39(34(43)44)21-20-37(6)26(33(39)24(23)2)10-12-30-36(5)17-16-31(35(3,4)29(36)15-18-38(30,37)7)45-32(42)13-9-25-8-11-27(40)28(41)22-25/h8-11,13,22-24,29-31,33,40-41H,12,14-21H2,1-7H3,(H,43,44)/b13-9+/t23-,24+,29+,30-,31-,33+,36+,37-,38-,39+/m1/s1
InChI Key VCZPXYCAXUNYAF-OTSGCDCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H54O6
Molecular Weight 618.80 g/mol
Exact Mass 618.39203944 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 9.30
Atomic LogP (AlogP) 8.77
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,4aS,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 - 0.8167 81.67%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8952 89.52%
OATP2B1 inhibitior - 0.5704 57.04%
OATP1B1 inhibitior + 0.8060 80.60%
OATP1B3 inhibitior - 0.4909 49.09%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9531 95.31%
P-glycoprotein inhibitior + 0.7777 77.77%
P-glycoprotein substrate - 0.6064 60.64%
CYP3A4 substrate + 0.7049 70.49%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.7975 79.75%
CYP2C9 inhibition - 0.6757 67.57%
CYP2C19 inhibition - 0.5881 58.81%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition + 0.7549 75.49%
CYP2C8 inhibition + 0.8368 83.68%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9304 93.04%
Skin irritation - 0.5982 59.82%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4266 42.66%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation - 0.7405 74.05%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9131 91.31%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.7862 78.62%
Androgen receptor binding + 0.8072 80.72%
Thyroid receptor binding + 0.5804 58.04%
Glucocorticoid receptor binding + 0.8595 85.95%
Aromatase binding + 0.7415 74.15%
PPAR gamma + 0.7441 74.41%
Honey bee toxicity - 0.7428 74.28%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 1.0000 100.00%

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 99.41% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.53% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.14% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.80% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.63% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.43% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 88.82% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.57% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.56% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.22% 99.15%
CHEMBL340 P08684 Cytochrome P450 3A4 86.59% 91.19%
CHEMBL2581 P07339 Cathepsin D 84.74% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.35% 92.94%
CHEMBL3194 P02766 Transthyretin 84.17% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.84% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.32% 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.
There are no matching plants.

Cross-Links

Top
PubChem 163195274
LOTUS LTS0254266
wikiData Q105284046