PlantaeDB Logo
Login Sign-up

[(3S,4aR,6aS,6bS,8aS,11R,12aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,7,8,9,10,12,12a,13-dodecahydropicen-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 eaebf6b2-688c-4133-ad6b-050e5c24981e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4aR,6aS,6bS,8aS,11R,12aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,7,8,9,10,12,12a,13-dodecahydropicen-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C(CCC2(C1CC=C3C2=CCC4(C3(CCC5(C4CC(CC5)(C)CO)C)C)C)C)OC(=O)C=CC6=CC=C(C=C6)O)C
SMILES (Isomeric) C[C@]12CC[C@@](C[C@H]1[C@@]3(CC=C4C(=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC=C(C=C6)O)C)[C@]3(CC2)C)C)(C)CO
InChI InChI=1S/C39H54O4/c1-34(2)30-14-13-29-28(37(30,5)18-17-32(34)43-33(42)15-10-26-8-11-27(41)12-9-26)16-19-39(7)31-24-35(3,25-40)20-21-36(31,4)22-23-38(29,39)6/h8-13,15-16,30-32,40-41H,14,17-25H2,1-7H3/b15-10+/t30-,31+,32-,35+,36+,37+,38+,39-/m0/s1
InChI Key GOBYKMXLQPUENZ-AMWFVSDISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H54O4
Molecular Weight 586.80 g/mol
Exact Mass 586.40221020 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 9.30
Atomic LogP (AlogP) 9.03
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,4aR,6aS,6bS,8aS,11R,12aR,14bS)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,7,8,9,10,12,12a,13-dodecahydropicen-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.7588 75.88%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.9217 92.17%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior - 0.4497 44.97%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.9963 99.63%
P-glycoprotein inhibitior + 0.8175 81.75%
P-glycoprotein substrate + 0.5085 50.85%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition - 0.6449 64.49%
CYP2C9 inhibition - 0.6734 67.34%
CYP2C19 inhibition - 0.6721 67.21%
CYP2D6 inhibition - 0.9075 90.75%
CYP1A2 inhibition + 0.5836 58.36%
CYP2C8 inhibition + 0.8546 85.46%
CYP inhibitory promiscuity - 0.5787 57.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6697 66.97%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9277 92.77%
Skin irritation - 0.6876 68.76%
Skin corrosion - 0.9740 97.40%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8632 86.32%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8229 82.29%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.7369 73.69%
Estrogen receptor binding + 0.7788 77.88%
Androgen receptor binding + 0.7657 76.57%
Thyroid receptor binding + 0.6475 64.75%
Glucocorticoid receptor binding + 0.8197 81.97%
Aromatase binding + 0.7085 70.85%
PPAR gamma + 0.6924 69.24%
Honey bee toxicity - 0.7632 76.32%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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 97.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.20% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.39% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.33% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.93% 91.71%
CHEMBL2581 P07339 Cathepsin D 89.22% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.17% 86.33%
CHEMBL206 P03372 Estrogen receptor alpha 87.23% 97.64%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.96% 89.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.05% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.96% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.09% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.91% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.36% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.28% 89.67%
CHEMBL4208 P20618 Proteasome component C5 80.97% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.65% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.03% 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.
Lagenaria siceraria

Cross-Links

Top
PubChem 24850704
LOTUS LTS0105806
wikiData Q105013690