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(5S,8R,9S,10S,12R,13S,14S,17S)-12-hydroxy-10,13-dimethyl-17-[(2S,3R,5R)-1,2,3-trihydroxy-5-[(1R,2R)-2-methylcyclopropyl]hexan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-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

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Internal ID 8dc87647-4bc2-4ebf-93ba-13b0190c4273
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 (5S,8R,9S,10S,12R,13S,14S,17S)-12-hydroxy-10,13-dimethyl-17-[(2S,3R,5R)-1,2,3-trihydroxy-5-[(1R,2R)-2-methylcyclopropyl]hexan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O5/c1-16-11-21(16)17(2)12-26(33)29(34,15-30)24-8-7-22-20-6-5-18-13-19(31)9-10-27(18,3)23(20)14-25(32)28(22,24)4/h16-18,20-26,30,32-34H,5-15H2,1-4H3/t16-,17-,18+,20+,21-,22+,23+,24+,25-,26-,27+,28+,29-/m1/s1
InChI Key QTOXHNDSMJEJPL-HYLWSCMBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O5
Molecular Weight 476.70 g/mol
Exact Mass 476.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,8R,9S,10S,12R,13S,14S,17S)-12-hydroxy-10,13-dimethyl-17-[(2S,3R,5R)-1,2,3-trihydroxy-5-[(1R,2R)-2-methylcyclopropyl]hexan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9514 95.14%
Caco-2 - 0.7208 72.08%
Blood Brain Barrier + 0.5885 58.85%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6875 68.75%
OATP2B1 inhibitior - 0.5736 57.36%
OATP1B1 inhibitior + 0.8769 87.69%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8214 82.14%
BSEP inhibitior + 0.6028 60.28%
P-glycoprotein inhibitior - 0.6138 61.38%
P-glycoprotein substrate + 0.6757 67.57%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8119 81.19%
CYP3A4 inhibition - 0.8234 82.34%
CYP2C9 inhibition - 0.7267 72.67%
CYP2C19 inhibition - 0.8581 85.81%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.7310 73.10%
CYP2C8 inhibition - 0.5658 56.58%
CYP inhibitory promiscuity - 0.9581 95.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7446 74.46%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9306 93.06%
Skin irritation - 0.5264 52.64%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis - 0.7132 71.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4144 41.44%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.5201 52.01%
skin sensitisation - 0.8928 89.28%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8425 84.25%
Acute Oral Toxicity (c) III 0.6367 63.67%
Estrogen receptor binding + 0.5611 56.11%
Androgen receptor binding + 0.7852 78.52%
Thyroid receptor binding + 0.5322 53.22%
Glucocorticoid receptor binding + 0.6821 68.21%
Aromatase binding + 0.6523 65.23%
PPAR gamma + 0.5260 52.60%
Honey bee toxicity - 0.7520 75.20%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9074 90.74%

Targets

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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 96.54% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.57% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.53% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.98% 90.17%
CHEMBL220 P22303 Acetylcholinesterase 92.68% 94.45%
CHEMBL1871 P10275 Androgen Receptor 92.31% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.19% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.93% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.76% 95.93%
CHEMBL4040 P28482 MAP kinase ERK2 86.56% 83.82%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.95% 93.04%
CHEMBL237 P41145 Kappa opioid receptor 85.61% 98.10%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.04% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.66% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.57% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.53% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.82% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 80.65% 95.38%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.53% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.52% 95.89%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.26% 94.66%
CHEMBL1902 P62942 FK506-binding protein 1A 80.10% 97.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101703999
LOTUS LTS0143125
wikiData Q105227852