PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5R,6R)-4-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-2,3,5-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 ef7691cd-93ba-41ff-b784-f3f7e24cdc80
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5R,6R)-4-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-2,3,5-triol
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(OC(C5O)O)CO)O)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H](O[C@H]([C@@H]5O)O)CO)O)C)C)C(C)C
InChI InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-32-30(37)29(19-36)41-33(39)31(32)38/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31-,32+,33-,34+,35-/m1/s1
InChI Key LTOPHGXOEZUMFM-FQMJXDBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H60O6
Molecular Weight 576.80 g/mol
Exact Mass 576.43898963 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.70
Atomic LogP (AlogP) 5.85
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8941 89.41%
Caco-2 - 0.8359 83.59%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7468 74.68%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.8917 89.17%
OATP1B3 inhibitior + 0.8152 81.52%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6499 64.99%
P-glycoprotein inhibitior + 0.6410 64.10%
P-glycoprotein substrate + 0.6434 64.34%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate - 0.6122 61.22%
CYP2D6 substrate - 0.8212 82.12%
CYP3A4 inhibition - 0.7938 79.38%
CYP2C9 inhibition - 0.7682 76.82%
CYP2C19 inhibition - 0.8388 83.88%
CYP2D6 inhibition - 0.9187 91.87%
CYP1A2 inhibition - 0.8052 80.52%
CYP2C8 inhibition + 0.5498 54.98%
CYP inhibitory promiscuity - 0.7103 71.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6820 68.20%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.5678 56.78%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.9270 92.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6791 67.91%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6682 66.82%
skin sensitisation - 0.8978 89.78%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8134 81.34%
Acute Oral Toxicity (c) III 0.6774 67.74%
Estrogen receptor binding + 0.7140 71.40%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding - 0.6192 61.92%
Glucocorticoid receptor binding - 0.4652 46.52%
Aromatase binding + 0.5496 54.96%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7330 73.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9772 97.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.76% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 97.56% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.72% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.62% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.63% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.47% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.10% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.51% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.73% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.48% 92.88%
CHEMBL2996 Q05655 Protein kinase C delta 84.89% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.39% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 84.37% 99.43%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.58% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.08% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 81.50% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.58% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.21% 92.78%

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.
Lantana camara
Nuxia sphaerocephala
Sida spinosa

Cross-Links

Top
PubChem 162847166
LOTUS LTS0115577
wikiData Q105157069