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(2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-17-[(2R,3R)-6-hydroxy-2,3-dimethoxy-6-methylheptan-2-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 03f5e98d-97be-4274-895c-d00868d78af9
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 (2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-17-[(2R,3R)-6-hydroxy-2,3-dimethoxy-6-methylheptan-2-yl]-10,13-dimethyl-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(CCC(C)(C)O)OC)OC)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](CCC(C)(C)O)OC)OC)O
InChI InChI=1S/C29H48O7/c1-25(2,33)11-10-24(35-6)28(5,36-7)23-9-13-29(34)18-14-20(30)19-15-21(31)22(32)16-26(19,3)17(18)8-12-27(23,29)4/h14,17,19,21-24,31-34H,8-13,15-16H2,1-7H3/t17?,19-,21+,22-,23?,24+,26+,27+,28+,29+/m0/s1
InChI Key IOUJVEYJNDNYSD-KFRHBURISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H48O7
Molecular Weight 508.70 g/mol
Exact Mass 508.34000387 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-17-[(2R,3R)-6-hydroxy-2,3-dimethoxy-6-methylheptan-2-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 + 0.9929 99.29%
Caco-2 + 0.5696 56.96%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8419 84.19%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.9167 91.67%
OATP1B3 inhibitior + 0.8801 88.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6200 62.00%
P-glycoprotein inhibitior - 0.5168 51.68%
P-glycoprotein substrate + 0.5523 55.23%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8819 88.19%
CYP3A4 inhibition - 0.8088 80.88%
CYP2C9 inhibition - 0.6885 68.85%
CYP2C19 inhibition - 0.7435 74.35%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.8439 84.39%
CYP2C8 inhibition - 0.5884 58.84%
CYP inhibitory promiscuity - 0.8641 86.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7009 70.09%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9380 93.80%
Skin irritation + 0.5487 54.87%
Skin corrosion - 0.9538 95.38%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6524 65.24%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5338 53.38%
skin sensitisation - 0.7755 77.55%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7387 73.87%
Acute Oral Toxicity (c) III 0.4230 42.30%
Estrogen receptor binding + 0.7335 73.35%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.5897 58.97%
Glucocorticoid receptor binding + 0.8212 82.12%
Aromatase binding + 0.7312 73.12%
PPAR gamma + 0.5227 52.27%
Honey bee toxicity - 0.7417 74.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9881 98.81%

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 99.55% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.41% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.96% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.27% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.19% 95.89%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.45% 94.78%
CHEMBL2581 P07339 Cathepsin D 92.16% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.03% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.93% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.81% 100.00%
CHEMBL1871 P10275 Androgen Receptor 88.61% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.02% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.77% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.09% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.03% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.84% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.50% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.17% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.16% 91.03%
CHEMBL1902 P62942 FK506-binding protein 1A 80.74% 97.05%
CHEMBL4805 Q99572 P2X purinoceptor 7 80.22% 97.50%

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.
Sida spinosa

Cross-Links

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PubChem 162999975
LOTUS LTS0030295
wikiData Q105116889