PlantaeDB Logo
Login Sign-up

(3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

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 efdc7565-7836-4dbe-9df2-72a5965aea6b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES (Canonical) CC(CCC(C(C)C1C(CC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O)O)CO
SMILES (Isomeric) C[C@@H](CC[C@@H]([C@@H](C)[C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)O)CO
InChI InChI=1S/C27H48O4/c1-16(15-28)5-8-23(30)17(2)25-24(31)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h16-25,28-31H,5-15H2,1-4H3/t16-,17+,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-/m0/s1
InChI Key CKPNTBXMSQRBPI-OFMODGJOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H48O4
Molecular Weight 436.70 g/mol
Exact Mass 436.35526001 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.38
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,5S,8R,9S,10S,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.6817 68.17%
Blood Brain Barrier - 0.5365 53.65%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5605 56.05%
OATP2B1 inhibitior - 0.5775 57.75%
OATP1B1 inhibitior + 0.8559 85.59%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6936 69.36%
BSEP inhibitior - 0.6240 62.40%
P-glycoprotein inhibitior - 0.6227 62.27%
P-glycoprotein substrate + 0.5384 53.84%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 0.6248 62.48%
CYP2D6 substrate - 0.6942 69.42%
CYP3A4 inhibition - 0.6962 69.62%
CYP2C9 inhibition - 0.8577 85.77%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.7754 77.54%
CYP2C8 inhibition - 0.7168 71.68%
CYP inhibitory promiscuity - 0.8855 88.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7451 74.51%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.5499 54.99%
Skin corrosion - 0.9674 96.74%
Ames mutagenesis - 0.8569 85.69%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.5608 56.08%
skin sensitisation - 0.8708 87.08%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8884 88.84%
Acute Oral Toxicity (c) III 0.7512 75.12%
Estrogen receptor binding + 0.6757 67.57%
Androgen receptor binding + 0.7024 70.24%
Thyroid receptor binding + 0.6469 64.69%
Glucocorticoid receptor binding + 0.7481 74.81%
Aromatase binding + 0.6678 66.78%
PPAR gamma + 0.5603 56.03%
Honey bee toxicity - 0.8305 83.05%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9211 92.11%

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 98.62% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.79% 83.82%
CHEMBL2094135 Q96BI3 Gamma-secretase 93.55% 98.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.26% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.25% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.75% 95.93%
CHEMBL238 Q01959 Dopamine transporter 90.59% 95.88%
CHEMBL237 P41145 Kappa opioid receptor 89.38% 98.10%
CHEMBL204 P00734 Thrombin 88.94% 96.01%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.78% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 88.48% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.25% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.25% 97.29%
CHEMBL221 P23219 Cyclooxygenase-1 87.62% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.53% 96.38%
CHEMBL206 P03372 Estrogen receptor alpha 86.39% 97.64%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.79% 95.89%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 85.53% 96.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.16% 91.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.01% 89.05%
CHEMBL233 P35372 Mu opioid receptor 84.62% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.40% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.31% 99.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.99% 92.86%
CHEMBL1871 P10275 Androgen Receptor 82.88% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 81.81% 98.95%
CHEMBL4581 P52732 Kinesin-like protein 1 80.80% 93.18%
CHEMBL268 P43235 Cathepsin K 80.20% 96.85%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.02% 95.36%

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.
Agave americana

Cross-Links

Top
PubChem 12095933
LOTUS LTS0260108
wikiData Q104962657