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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-[(4R,5R)-5-[(3S)-4-hydroxy-3-methylbutyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl]-10,13-dimethyl-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

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Internal ID 3f793a22-43a9-4046-9b3f-14e845d85e03
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 (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-[(4R,5R)-5-[(3S)-4-hydroxy-3-methylbutyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(CCC1C(OC(O1)(C)C)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)CO
SMILES (Isomeric) C[C@@H](CC[C@@H]1[C@@](OC(O1)(C)C)(C)[C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)CO
InChI InChI=1S/C30H48O7/c1-17(16-31)7-8-25-29(6,37-26(2,3)36-25)24-10-12-30(35)19-13-21(32)20-14-22(33)23(34)15-27(20,4)18(19)9-11-28(24,30)5/h13,17-18,20,22-25,31,33-35H,7-12,14-16H2,1-6H3/t17-,18-,20-,22+,23-,24-,25+,27+,28+,29+,30+/m0/s1
InChI Key SFPZTLYGGVFTEJ-YFNSLGLLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O7
Molecular Weight 520.70 g/mol
Exact Mass 520.34000387 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9833 98.33%
Caco-2 - 0.5246 52.46%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8838 88.38%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.9268 92.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6078 60.78%
P-glycoprotein inhibitior - 0.4864 48.64%
P-glycoprotein substrate + 0.5374 53.74%
CYP3A4 substrate + 0.6939 69.39%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.8919 89.19%
CYP3A4 inhibition - 0.6276 62.76%
CYP2C9 inhibition - 0.8408 84.08%
CYP2C19 inhibition - 0.9052 90.52%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.9210 92.10%
CYP2C8 inhibition - 0.6582 65.82%
CYP inhibitory promiscuity - 0.8843 88.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4728 47.28%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9395 93.95%
Skin irritation + 0.5584 55.84%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4598 45.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6578 65.78%
skin sensitisation - 0.8909 89.09%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8416 84.16%
Acute Oral Toxicity (c) III 0.6299 62.99%
Estrogen receptor binding + 0.6681 66.81%
Androgen receptor binding + 0.7577 75.77%
Thyroid receptor binding + 0.5309 53.09%
Glucocorticoid receptor binding + 0.7737 77.37%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.5513 55.13%
Honey bee toxicity - 0.8536 85.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9868 98.68%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.21% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.14% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.08% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.07% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.46% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.21% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.83% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.35% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.79% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 89.63% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.18% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.80% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.35% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.10% 96.77%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.90% 93.99%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.58% 97.28%

Plants that contains it

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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.
Rhaponticum carthamoides subsp. carthamoides

Cross-Links

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PubChem 162971721
LOTUS LTS0089961
wikiData Q105251939