PlantaeDB Logo
Login Sign-up

(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

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 03c9613b-ff77-47a5-bdc8-cd7708c5fdf6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CC(=C)C(C)(C)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@H](CC(=C)C(C)(C)O)O)O)O
InChI InChI=1S/C28H44O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,16,18,20-23,30-35H,1,7-11,13-14H2,2-6H3/t16-,18-,20+,21-,22-,23-,25+,26+,27+,28+/m0/s1
InChI Key XTSYLJLNVWBIFH-DJLZTQTLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H44O7
Molecular Weight 492.60 g/mol
Exact Mass 492.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.5944 59.44%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 0.7166 71.66%
OATP1B1 inhibitior + 0.8992 89.92%
OATP1B3 inhibitior + 0.8908 89.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7321 73.21%
P-glycoprotein inhibitior - 0.6146 61.46%
P-glycoprotein substrate - 0.5385 53.85%
CYP3A4 substrate + 0.7075 70.75%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8058 80.58%
CYP2C9 inhibition - 0.8572 85.72%
CYP2C19 inhibition - 0.8108 81.08%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9209 92.09%
CYP2C8 inhibition - 0.5801 58.01%
CYP inhibitory promiscuity - 0.8862 88.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7128 71.28%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9376 93.76%
Skin irritation + 0.6352 63.52%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4120 41.20%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5463 54.63%
skin sensitisation - 0.7067 70.67%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6934 69.34%
Acute Oral Toxicity (c) III 0.5886 58.86%
Estrogen receptor binding + 0.7654 76.54%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.6336 63.36%
Glucocorticoid receptor binding + 0.7346 73.46%
Aromatase binding + 0.6953 69.53%
PPAR gamma - 0.5204 52.04%
Honey bee toxicity - 0.7683 76.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9968 99.68%

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 99.17% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.66% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.81% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.44% 82.69%
CHEMBL2581 P07339 Cathepsin D 94.23% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.66% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.63% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.12% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.22% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.88% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.95% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.89% 94.78%
CHEMBL1871 P10275 Androgen Receptor 85.23% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.96% 97.14%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 82.45% 95.27%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.37% 96.77%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.62% 96.61%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.46% 85.94%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.59% 89.34%
CHEMBL4040 P28482 MAP kinase ERK2 80.56% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.22% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.09% 100.00%

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.
Silene chalcedonica

Cross-Links

Top
PubChem 162969801
LOTUS LTS0246267
wikiData Q105341910