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(5S,8R,9S,10S,12R,13S,14S,17S)-17-[(2S,3R,5R)-1-Chloro-2,3-dihydroxy-5-[(1S,2R)-2-methylcyclopropyl]hexan-2-yl]-12-hydroxy-10,13-dimethyl-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 ad9c43e0-e7df-4475-92f7-68559d97676f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name (5S,8R,9S,10S,12R,13S,14S,17S)-17-[(2S,3R,5R)-1-chloro-2,3-dihydroxy-5-[(1S,2R)-2-methylcyclopropyl]hexan-2-yl]-12-hydroxy-10,13-dimethyl-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/C29H47ClO4/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/h16-18,20-26,32-34H,5-15H2,1-4H3/t16-,17-,18+,20+,21+,22+,23+,24+,25-,26-,27+,28+,29+/m1/s1
InChI Key IDJFQGHMTPJXRG-VKDXPLLGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H47ClO4
Molecular Weight 495.10 g/mol
Exact Mass 494.3162877 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 4
H-Bond Donor 3
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)-17-[(2S,3R,5R)-1-Chloro-2,3-dihydroxy-5-[(1S,2R)-2-methylcyclopropyl]hexan-2-yl]-12-hydroxy-10,13-dimethyl-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 + 0.9877 98.77%
Caco-2 - 0.7377 73.77%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7998 79.98%
OATP2B1 inhibitior - 0.5682 56.82%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior + 0.9478 94.78%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7148 71.48%
BSEP inhibitior - 0.4719 47.19%
P-glycoprotein inhibitior - 0.5936 59.36%
P-glycoprotein substrate + 0.6650 66.50%
CYP3A4 substrate + 0.7191 71.91%
CYP2C9 substrate - 0.8324 83.24%
CYP2D6 substrate - 0.8040 80.40%
CYP3A4 inhibition - 0.5782 57.82%
CYP2C9 inhibition - 0.8032 80.32%
CYP2C19 inhibition - 0.8573 85.73%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.7872 78.72%
CYP2C8 inhibition + 0.5085 50.85%
CYP inhibitory promiscuity - 0.9561 95.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6877 68.77%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9357 93.57%
Skin irritation + 0.5413 54.13%
Skin corrosion - 0.9137 91.37%
Ames mutagenesis - 0.6101 61.01%
Human Ether-a-go-go-Related Gene inhibition - 0.4507 45.07%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5520 55.20%
skin sensitisation - 0.8045 80.45%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6917 69.17%
Acute Oral Toxicity (c) III 0.5659 56.59%
Estrogen receptor binding + 0.5345 53.45%
Androgen receptor binding + 0.7660 76.60%
Thyroid receptor binding + 0.5815 58.15%
Glucocorticoid receptor binding + 0.6916 69.16%
Aromatase binding + 0.6644 66.44%
PPAR gamma + 0.5644 56.44%
Honey bee toxicity - 0.6948 69.48%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9788 97.88%

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 97.98% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.67% 91.11%
CHEMBL1871 P10275 Androgen Receptor 93.88% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 93.70% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.14% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.38% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL237 P41145 Kappa opioid receptor 84.93% 98.10%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 84.43% 95.27%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.30% 90.71%
CHEMBL238 Q01959 Dopamine transporter 84.11% 95.88%
CHEMBL226 P30542 Adenosine A1 receptor 83.89% 95.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.89% 96.47%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.40% 96.38%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.09% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.30% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.21% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 81.10% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.79% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.60% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.56% 96.77%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.06% 100.00%

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 10368510
LOTUS LTS0026017
wikiData Q105111387