PlantaeDB Logo
Login Sign-up

(2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5-(hydroxymethyl)-6-methylheptan-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 0eecc4ce-9446-416a-960e-897297e89c2b
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,10R,13R,14S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5-(hydroxymethyl)-6-methylheptan-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(CO)C(C)(C)O)O)O)O
SMILES (Isomeric) C[C@]12CCC3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CCC2[C@](C)([C@@H](C[C@@H](CO)C(C)(C)O)O)O)O
InChI InChI=1S/C28H46O8/c1-24(2,34)15(14-29)10-23(33)27(5,35)22-7-9-28(36)17-11-19(30)18-12-20(31)21(32)13-25(18,3)16(17)6-8-26(22,28)4/h11,15-16,18,20-23,29,31-36H,6-10,12-14H2,1-5H3/t15-,16?,18-,20+,21-,22?,23+,25+,26+,27+,28+/m0/s1
InChI Key IDVDSLXRLYXWHQ-ATJGKMTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H46O8
Molecular Weight 510.70 g/mol
Exact Mass 510.31926842 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5-(hydroxymethyl)-6-methylheptan-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 + 0.9837 98.37%
Caco-2 - 0.6411 64.11%
Blood Brain Barrier + 0.7491 74.91%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8178 81.78%
OATP2B1 inhibitior - 0.5743 57.43%
OATP1B1 inhibitior + 0.9167 91.67%
OATP1B3 inhibitior + 0.8343 83.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.7714 77.14%
P-glycoprotein inhibitior - 0.6189 61.89%
P-glycoprotein substrate + 0.5587 55.87%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8348 83.48%
CYP2C19 inhibition - 0.8887 88.87%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition - 0.6148 61.48%
CYP inhibitory promiscuity - 0.9177 91.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7228 72.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9387 93.87%
Skin irritation + 0.5386 53.86%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3832 38.32%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5721 57.21%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8379 83.79%
Acute Oral Toxicity (c) III 0.7665 76.65%
Estrogen receptor binding + 0.7429 74.29%
Androgen receptor binding + 0.7345 73.45%
Thyroid receptor binding + 0.6043 60.43%
Glucocorticoid receptor binding + 0.7514 75.14%
Aromatase binding + 0.6677 66.77%
PPAR gamma - 0.5336 53.36%
Honey bee toxicity - 0.8208 82.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9789 97.89%

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 99.36% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.59% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.23% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.98% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.89% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.49% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.02% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.55% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.55% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.65% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.13% 94.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.82% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.73% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.32% 90.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.51% 93.04%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.95% 94.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.55% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.39% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 81.25% 94.45%

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.
Sida spinosa

Cross-Links

Top
PubChem 163048289
LOTUS LTS0189833
wikiData Q105111556