PlantaeDB Logo
Login Sign-up

(4aS,6aR,6bR,8aR,10R,12aR,14aS,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-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 6c30d5b8-87cb-4c7a-9d30-da5d6ff478c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name (4aS,6aR,6bR,8aR,10R,12aR,14aS,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CC=C3C4(CCC5C(C(CCC5(C4CCC3(C2C1)C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)(C)C)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]4(C3=CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O
InChI InChI=1S/C39H54O6/c1-34(2)20-21-39(33(43)44)19-14-29-37(6)16-12-27-35(3,4)31(45-32(42)11-9-24-8-10-25(40)26(41)22-24)15-18-36(27,5)28(37)13-17-38(29,7)30(39)23-34/h8-11,14,22,27-28,30-31,40-41H,12-13,15-21,23H2,1-7H3,(H,43,44)/b11-9+/t27-,28+,30-,31+,36-,37+,38+,39+/m0/s1
InChI Key FQQJILVEMCMTND-STJIZVOHSA-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 9.80
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4aS,6aR,6bR,8aR,10R,12aR,14aS,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-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 - 0.8103 81.03%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8952 89.52%
OATP2B1 inhibitior + 0.5713 57.13%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior - 0.4909 49.09%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9763 97.63%
P-glycoprotein inhibitior + 0.7831 78.31%
P-glycoprotein substrate - 0.6709 67.09%
CYP3A4 substrate + 0.6890 68.90%
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 + 0.7973 79.73%
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 - 0.9244 92.44%
Skin irritation - 0.5982 59.82%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3784 37.84%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7405 74.05%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9216 92.16%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.7741 77.41%
Thyroid receptor binding + 0.5740 57.40%
Glucocorticoid receptor binding + 0.8122 81.22%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.7159 71.59%
Honey bee toxicity - 0.7739 77.39%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
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 99.45% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.62% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.15% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.07% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.32% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL3194 P02766 Transthyretin 86.30% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.45% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.36% 91.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.28% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.97% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 83.49% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.26% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.21% 92.94%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.37% 85.30%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.91% 91.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.61% 91.07%
CHEMBL2581 P07339 Cathepsin D 80.83% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.53% 99.15%

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.
Pterorhachis zenkeri

Cross-Links

Top
PubChem 10483971
LOTUS LTS0118550
wikiData Q105032966