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(2S,3R,5R,10R,13R,14S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-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 187efc10-71c9-4fb2-97e8-d71b3c236a92
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,10R,13R,14S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O
SMILES (Isomeric) CC(C)CC[C@H]([C@@](C)(C1CC[C@@]2([C@@]1(CCC3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O
InChI InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16?,18-,20+,21-,22?,23+,24+,25+,26+,27+/m0/s1
InChI Key PJYYBCXMCWDUAZ-KPOJPISGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O6
Molecular Weight 464.60 g/mol
Exact Mass 464.31378912 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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CHEMBL1881624
HMS2194N17
NCGC00247486-01
SMR001397204

2D Structure

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2D Structure of (2S,3R,5R,10R,13R,14S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-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 + 0.9938 99.38%
Caco-2 + 0.6182 61.82%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.9340 93.40%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7753 77.53%
P-glycoprotein inhibitior - 0.6979 69.79%
P-glycoprotein substrate + 0.5743 57.43%
CYP3A4 substrate + 0.6956 69.56%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8690 86.90%
CYP2C19 inhibition - 0.8364 83.64%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9278 92.78%
CYP2C8 inhibition - 0.7397 73.97%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9418 94.18%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4293 42.93%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5161 51.61%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8940 89.40%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.7849 78.49%
Androgen receptor binding + 0.7246 72.46%
Thyroid receptor binding + 0.5965 59.65%
Glucocorticoid receptor binding + 0.7728 77.28%
Aromatase binding + 0.6172 61.72%
PPAR gamma - 0.5445 54.45%
Honey bee toxicity - 0.8512 85.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.51% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.92% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.67% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.73% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.73% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.51% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.80% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.23% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.87% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.39% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.06% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.31% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.09% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.44% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.41% 96.61%
CHEMBL1871 P10275 Androgen Receptor 81.92% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 81.68% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.62% 85.31%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 80.70% 95.27%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.68% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.67% 96.90%

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.
Onoclea struthiopteris
Podocarpus macrophyllus
Taxus cuspidata
Woodwardia orientalis

Cross-Links

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PubChem 44143975
NPASS NPC48733