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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(Z,2R,3R)-2,3,7-trihydroxy-5-(2-hydroxypropan-2-yl)hept-5-en-2-yl]-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 605a8cd5-b821-4245-a525-144c94992350
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(Z,2R,3R)-2,3,7-trihydroxy-5-(2-hydroxypropan-2-yl)hept-5-en-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O8/c1-25(2,35)16(8-11-30)12-24(34)28(5,36)23-7-10-29(37)18-13-20(31)19-14-21(32)22(33)15-26(19,3)17(18)6-9-27(23,29)4/h8,13,17,19,21-24,30,32-37H,6-7,9-12,14-15H2,1-5H3/b16-8-/t17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
InChI Key OYWZANJFAABISX-MOPAPZMWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O8
Molecular Weight 522.70 g/mol
Exact Mass 522.31926842 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

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-10,13-dimethyl-17-[(Z,2R,3R)-2,3,7-trihydroxy-5-(2-hydroxypropan-2-yl)hept-5-en-2-yl]-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 + 0.9922 99.22%
Caco-2 - 0.6865 68.65%
Blood Brain Barrier + 0.6385 63.85%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8660 86.60%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8946 89.46%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5202 52.02%
BSEP inhibitior + 0.8097 80.97%
P-glycoprotein inhibitior - 0.5483 54.83%
P-glycoprotein substrate + 0.5139 51.39%
CYP3A4 substrate + 0.6985 69.85%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.8568 85.68%
CYP2C9 inhibition - 0.8540 85.40%
CYP2C19 inhibition - 0.9231 92.31%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.9282 92.82%
CYP2C8 inhibition + 0.4794 47.94%
CYP inhibitory promiscuity - 0.9020 90.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7189 71.89%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9411 94.11%
Skin irritation + 0.5518 55.18%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3852 38.52%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5162 51.62%
skin sensitisation - 0.8458 84.58%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8412 84.12%
Acute Oral Toxicity (c) III 0.7157 71.57%
Estrogen receptor binding + 0.8368 83.68%
Androgen receptor binding + 0.7483 74.83%
Thyroid receptor binding + 0.6111 61.11%
Glucocorticoid receptor binding + 0.7719 77.19%
Aromatase binding + 0.6831 68.31%
PPAR gamma - 0.4857 48.57%
Honey bee toxicity - 0.8030 80.30%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9848 98.48%

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 98.92% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.40% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.59% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.94% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.45% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.46% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.12% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.01% 91.07%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.51% 94.78%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.99% 94.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.27% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.96% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.80% 100.00%
CHEMBL1871 P10275 Androgen Receptor 83.77% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.11% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.75% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.23% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.57% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.13% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 80.38% 97.05%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.27% 90.24%

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 15908338
LOTUS LTS0015186
wikiData Q105203589