PlantaeDB Logo
Login Sign-up

(3S,7S,8R,9R,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,7,9-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 0600a35b-3ba1-4c0a-a74c-d4b545f52f0d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,7S,8R,9R,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,7,9-triol
SMILES (Canonical) CC(C)CCCC(C)C1CCC2C1(CCC3(C2C(C=C4C3(CCC(C4)O)CO)O)O)C
SMILES (Isomeric) C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@]3([C@H]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)CO)O)O)C
InChI InChI=1S/C27H46O4/c1-17(2)6-5-7-18(3)21-8-9-22-24-23(30)15-19-14-20(29)10-11-26(19,16-28)27(24,31)13-12-25(21,22)4/h15,17-18,20-24,28-31H,5-14,16H2,1-4H3/t18-,20+,21-,22+,23+,24-,25-,26-,27-/m1/s1
InChI Key IHAYVMNCCIGXGO-VHTRLTIZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H46O4
Molecular Weight 434.70 g/mol
Exact Mass 434.33960994 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.45
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,7S,8R,9R,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,7,8,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,7,9-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.6067 60.67%
Blood Brain Barrier + 0.7135 71.35%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5985 59.85%
OATP2B1 inhibitior - 0.5859 58.59%
OATP1B1 inhibitior + 0.8954 89.54%
OATP1B3 inhibitior + 0.8907 89.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6121 61.21%
BSEP inhibitior + 0.8755 87.55%
P-glycoprotein inhibitior - 0.6923 69.23%
P-glycoprotein substrate + 0.7701 77.01%
CYP3A4 substrate + 0.6988 69.88%
CYP2C9 substrate - 0.7574 75.74%
CYP2D6 substrate - 0.7625 76.25%
CYP3A4 inhibition - 0.8911 89.11%
CYP2C9 inhibition - 0.8770 87.70%
CYP2C19 inhibition - 0.9168 91.68%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.9163 91.63%
CYP2C8 inhibition - 0.6020 60.20%
CYP inhibitory promiscuity - 0.7599 75.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7019 70.19%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9693 96.93%
Skin irritation - 0.5253 52.53%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3877 38.77%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5798 57.98%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7396 73.96%
Acute Oral Toxicity (c) III 0.6096 60.96%
Estrogen receptor binding + 0.8437 84.37%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding + 0.6392 63.92%
Glucocorticoid receptor binding + 0.7537 75.37%
Aromatase binding + 0.6163 61.63%
PPAR gamma + 0.5648 56.48%
Honey bee toxicity - 0.8190 81.90%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9763 97.63%

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 97.60% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.24% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.25% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.62% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.09% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 88.43% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.08% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.60% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.00% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.53% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.24% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.63% 98.05%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.51% 82.69%
CHEMBL1907 P15144 Aminopeptidase N 83.71% 93.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.54% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.29% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.11% 96.43%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.78% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.23% 86.33%

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.
There are no matching plants.

Cross-Links

Top
PubChem 44576100
LOTUS LTS0262028
wikiData Q105112899