PlantaeDB Logo
Login Sign-up

2-[3-hydroxy-4,4,10,13,14-pentamethyl-7-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic 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 597764d3-3c61-43f7-9925-2a7e22766b17
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[3-hydroxy-4,4,10,13,14-pentamethyl-7-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1CCC2(C1(CCC3=C2C(CC4C3(CCC(C4(C)C)O)C)OC5C(C(C(CO5)O)O)O)C)C)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C1CCC2(C1(CCC3=C2C(CC4C3(CCC(C4(C)C)O)C)OC5C(C(C(CO5)O)O)O)C)C)C(=O)O
InChI InChI=1S/C36H58O8/c1-19(2)20(3)9-10-21(31(41)42)22-11-16-36(8)28-23(12-15-35(22,36)7)34(6)14-13-27(38)33(4,5)26(34)17-25(28)44-32-30(40)29(39)24(37)18-43-32/h19,21-22,24-27,29-30,32,37-40H,3,9-18H2,1-2,4-8H3,(H,41,42)
InChI Key HDOFFHWEALRKKU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H58O8
Molecular Weight 618.80 g/mol
Exact Mass 618.41316880 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.22
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[3-hydroxy-4,4,10,13,14-pentamethyl-7-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9126 91.26%
Caco-2 - 0.7590 75.90%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8271 82.71%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8246 82.46%
OATP1B3 inhibitior + 0.7997 79.97%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7818 78.18%
BSEP inhibitior + 0.5589 55.89%
P-glycoprotein inhibitior + 0.6647 66.47%
P-glycoprotein substrate + 0.5065 50.65%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8436 84.36%
CYP2C9 inhibition - 0.7533 75.33%
CYP2C19 inhibition - 0.8355 83.55%
CYP2D6 inhibition - 0.9307 93.07%
CYP1A2 inhibition - 0.7973 79.73%
CYP2C8 inhibition + 0.6327 63.27%
CYP inhibitory promiscuity - 0.9123 91.23%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7034 70.34%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9099 90.99%
Skin irritation + 0.5548 55.48%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4187 41.87%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8788 87.88%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8196 81.96%
Acute Oral Toxicity (c) III 0.5805 58.05%
Estrogen receptor binding + 0.6470 64.70%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding - 0.5190 51.90%
Glucocorticoid receptor binding + 0.6078 60.78%
Aromatase binding + 0.6768 67.68%
PPAR gamma + 0.6008 60.08%
Honey bee toxicity - 0.6881 68.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6855 68.55%
Fish aquatic toxicity + 0.9901 99.01%

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 97.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.45% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.43% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.26% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.40% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.34% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.01% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.69% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.96% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.05% 90.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.03% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.97% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.69% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.97% 85.31%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.65% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.53% 82.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.04% 96.47%
CHEMBL5028 O14672 ADAM10 81.85% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.04% 92.78%
CHEMBL5255 O00206 Toll-like receptor 4 80.76% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.58% 91.19%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.26% 91.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.06% 93.00%

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 85286121
LOTUS LTS0102946
wikiData Q104167735