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

Details

Top
Internal ID ef82910f-adaf-4fdb-bcf8-d2f9719f807b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[17-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)O)O)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(C(C(C1OC4C(C(C(C(O4)CO)O)O)O)O)O)C)CCC5C3(CCC5C(C)(CC=CC(C)(C)O)O)C)C)C
InChI InChI=1S/C36H62O10/c1-31(2,43)14-9-15-35(7,44)20-12-16-33(5)19(20)10-11-23-34(33,6)17-13-22-32(3,4)29(27(41)28(42)36(22,23)8)46-30-26(40)25(39)24(38)21(18-37)45-30/h9,14,19-30,37-44H,10-13,15-18H2,1-8H3
InChI Key HTOPOTHKIIJMTC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H62O10
Molecular Weight 654.90 g/mol
Exact Mass 654.43429817 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[[17-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.7368 73.68%
Caco-2 - 0.8545 85.45%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6945 69.45%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8288 82.88%
OATP1B3 inhibitior + 0.8756 87.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior - 0.6969 69.69%
P-glycoprotein inhibitior + 0.7729 77.29%
P-glycoprotein substrate - 0.7492 74.92%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8411 84.11%
CYP3A4 inhibition - 0.8665 86.65%
CYP2C9 inhibition - 0.8595 85.95%
CYP2C19 inhibition - 0.8847 88.47%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition + 0.6010 60.10%
CYP inhibitory promiscuity - 0.9272 92.72%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7306 73.06%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9188 91.88%
Skin irritation - 0.6144 61.44%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7638 76.38%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7266 72.66%
skin sensitisation - 0.9174 91.74%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7288 72.88%
Acute Oral Toxicity (c) I 0.5293 52.93%
Estrogen receptor binding + 0.6394 63.94%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding - 0.5155 51.55%
Glucocorticoid receptor binding + 0.6270 62.70%
Aromatase binding + 0.6547 65.47%
PPAR gamma + 0.6493 64.93%
Honey bee toxicity - 0.6712 67.12%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9231 92.31%

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 98.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.16% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.08% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.57% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.40% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.70% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.38% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.37% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.80% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.16% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.86% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.64% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.85% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.77% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 80.66% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.53% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 80.51% 94.73%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.30% 95.50%
CHEMBL1977 P11473 Vitamin D receptor 80.26% 99.43%

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.
Rhoiptelea chiliantha

Cross-Links

Top
PubChem 85165267
LOTUS LTS0162830
wikiData Q105033554