PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-ethoxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)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 88aa0bbe-91d3-4abf-b3e5-7bbd3e0ee77d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-ethoxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CCOC(C)(CCC=C(C)C)C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C
SMILES (Isomeric) CCO[C@@](C)(CCC=C(C)C)[C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C
InChI InChI=1S/C38H66O9/c1-10-45-38(9,15-11-12-21(2)3)22-13-17-36(7)28(22)23(40)18-26-35(6)16-14-27(41)34(4,5)32(35)24(19-37(26,36)8)46-33-31(44)30(43)29(42)25(20-39)47-33/h12,22-33,39-44H,10-11,13-20H2,1-9H3/t22-,23+,24-,25+,26+,27-,28-,29+,30-,31+,32-,33+,35+,36+,37+,38-/m0/s1
InChI Key XPUXIFVUABAZAP-VXJKQVLXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C38H66O9
Molecular Weight 666.90 g/mol
Exact Mass 666.47068368 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8390 83.90%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6536 65.36%
OATP2B1 inhibitior - 0.7237 72.37%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.8749 87.49%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6812 68.12%
P-glycoprotein inhibitior + 0.7538 75.38%
P-glycoprotein substrate - 0.6645 66.45%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.8425 84.25%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.8342 83.42%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.8699 86.99%
CYP2C8 inhibition + 0.6433 64.33%
CYP inhibitory promiscuity - 0.8592 85.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6931 69.31%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.5874 58.74%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7867 78.67%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.8073 80.73%
skin sensitisation - 0.8946 89.46%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5590 55.90%
Acute Oral Toxicity (c) III 0.5056 50.56%
Estrogen receptor binding + 0.6040 60.40%
Androgen receptor binding + 0.7365 73.65%
Thyroid receptor binding - 0.5458 54.58%
Glucocorticoid receptor binding + 0.5981 59.81%
Aromatase binding + 0.7151 71.51%
PPAR gamma + 0.6760 67.60%
Honey bee toxicity - 0.5524 55.24%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9517 95.17%

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 97.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.09% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.00% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 91.57% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.07% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.88% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.41% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.15% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.99% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.69% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.36% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 86.80% 97.79%
CHEMBL2581 P07339 Cathepsin D 86.22% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.66% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.17% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.45% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.25% 96.90%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.79% 82.50%
CHEMBL1977 P11473 Vitamin D receptor 81.42% 99.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.41% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.72% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.19% 89.00%

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.
Panax notoginseng

Cross-Links

Top
PubChem 102072428
LOTUS LTS0100404
wikiData Q105339006