PlantaeDB Logo
Login Sign-up

2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-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 dc9f2855-4b67-43b8-bf0e-986a292d3245
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CC(C1O)O)C)CC(C4C3(CCC4C(C)(CC=CC(C)(C)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C)O)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CC(C1O)O)C)CC(C4C3(CCC4C(C)(CC=CC(C)(C)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)C)O)C)C
InChI InChI=1S/C41H70O14/c1-36(2,51)12-9-13-41(8,55-35-32(49)30(47)29(46)24(54-35)19-53-34-31(48)28(45)23(44)18-52-34)20-10-14-40(7)27(20)21(42)16-26-38(5)17-22(43)33(50)37(3,4)25(38)11-15-39(26,40)6/h9,12,20-35,42-51H,10-11,13-19H2,1-8H3
InChI Key JLNGIEMBTZYFMD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H70O14
Molecular Weight 787.00 g/mol
Exact Mass 786.47655690 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[6-hydroxy-6-methyl-2-(2,3,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-4-en-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6414 64.14%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7125 71.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8224 82.24%
OATP1B3 inhibitior + 0.8684 86.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5394 53.94%
P-glycoprotein inhibitior + 0.7674 76.74%
P-glycoprotein substrate - 0.5472 54.72%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 0.7993 79.93%
CYP2D6 substrate - 0.8357 83.57%
CYP3A4 inhibition - 0.9635 96.35%
CYP2C9 inhibition - 0.9025 90.25%
CYP2C19 inhibition - 0.8846 88.46%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.9247 92.47%
CYP2C8 inhibition + 0.7038 70.38%
CYP inhibitory promiscuity - 0.9576 95.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6505 65.05%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.6513 65.13%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7132 71.32%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5843 58.43%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8017 80.17%
Acute Oral Toxicity (c) I 0.6690 66.90%
Estrogen receptor binding + 0.7232 72.32%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding - 0.5321 53.21%
Glucocorticoid receptor binding + 0.6450 64.50%
Aromatase binding + 0.6474 64.74%
PPAR gamma + 0.7187 71.87%
Honey bee toxicity - 0.6491 64.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9354 93.54%

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 99.33% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.01% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.54% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.13% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.10% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.78% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.84% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.76% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.67% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.38% 95.56%
CHEMBL1977 P11473 Vitamin D receptor 83.86% 99.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.33% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL5957 P21589 5'-nucleotidase 82.16% 97.78%
CHEMBL2581 P07339 Cathepsin D 81.69% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.67% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.21% 89.62%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.13% 100.00%
CHEMBL5028 O14672 ADAM10 81.10% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.78% 89.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.02% 83.57%

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.
Gynostemma pentaphyllum

Cross-Links

Top
PubChem 163036356
LOTUS LTS0027112
wikiData Q105130922