PlantaeDB Logo
Login Sign-up

(1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-17-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol

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 bccf7c96-8be4-4522-83dc-baf2632b8e0d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-17-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(C(CC(C4(C)C)O)O)C)C)O)C)O)OO
SMILES (Isomeric) CC(=C)[C@@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3([C@@H](C[C@H](C4(C)C)O)O)C)C)O)C)O)OO
InChI InChI=1S/C30H52O6/c1-17(2)20(36-35)10-14-29(7,34)18-9-12-28(6)25(18)19(31)15-22-27(28,5)13-11-21-26(3,4)23(32)16-24(33)30(21,22)8/h18-25,31-35H,1,9-16H2,2-8H3/t18-,19+,20+,21-,22-,23+,24+,25-,27+,28+,29-,30-/m0/s1
InChI Key BFAYWASUFSUKAN-WVWZRFERSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H52O6
Molecular Weight 508.70 g/mol
Exact Mass 508.37638937 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3R,5S,8R,9S,10R,12R,13R,14R,17S)-17-[(2S,5R)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9781 97.81%
Caco-2 - 0.7575 75.75%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.4917 49.17%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior + 0.8521 85.21%
OATP1B3 inhibitior + 0.8362 83.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7909 79.09%
P-glycoprotein inhibitior - 0.5406 54.06%
P-glycoprotein substrate - 0.5302 53.02%
CYP3A4 substrate + 0.6919 69.19%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7499 74.99%
CYP3A4 inhibition - 0.6984 69.84%
CYP2C9 inhibition - 0.7555 75.55%
CYP2C19 inhibition - 0.7331 73.31%
CYP2D6 inhibition - 0.9328 93.28%
CYP1A2 inhibition - 0.8322 83.22%
CYP2C8 inhibition + 0.5345 53.45%
CYP inhibitory promiscuity - 0.6182 61.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6589 65.89%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.5413 54.13%
Skin corrosion - 0.9016 90.16%
Ames mutagenesis - 0.6906 69.06%
Human Ether-a-go-go-Related Gene inhibition + 0.7329 73.29%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7767 77.67%
skin sensitisation - 0.7341 73.41%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6862 68.62%
Acute Oral Toxicity (c) I 0.5866 58.66%
Estrogen receptor binding + 0.6329 63.29%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding + 0.5403 54.03%
Glucocorticoid receptor binding + 0.6576 65.76%
Aromatase binding + 0.7479 74.79%
PPAR gamma + 0.5981 59.81%
Honey bee toxicity + 0.5449 54.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9955 99.55%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.00% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 96.74% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.96% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.83% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.63% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.76% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.44% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.41% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.71% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 85.74% 95.00%
CHEMBL206 P03372 Estrogen receptor alpha 85.36% 97.64%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.54% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.33% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.73% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.56% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.43% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.36% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.17% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.13% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.96% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 81.70% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.29% 97.14%

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.
Proboscidea louisianica

Cross-Links

Top
PubChem 101514230
LOTUS LTS0242879
wikiData Q104933885