PlantaeDB Logo
Login Sign-up

(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2S)-5,5-dimethyl-4-methylideneoxolan-2-yl]-1-hydroxyethyl]-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

Top
Internal ID 7dc73f7d-7620-4726-9e89-647b59b4295e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2S)-5,5-dimethyl-4-methylideneoxolan-2-yl]-1-hydroxyethyl]-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) CC1(C(=C)CC(O1)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H]5CC(=C)C(O5)(C)C)O)O
InChI InChI=1S/C28H42O6/c1-15-11-23(34-24(15,2)3)27(6,32)22-8-10-28(33)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,16,18,20-23,30-33H,1,7-11,13-14H2,2-6H3/t16-,18-,20+,21-,22-,23-,25+,26+,27+,28+/m0/s1
InChI Key IPJLOFDOKBDRGY-DJLZTQTLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H42O6
Molecular Weight 474.60 g/mol
Exact Mass 474.29813906 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2S)-5,5-dimethyl-4-methylideneoxolan-2-yl]-1-hydroxyethyl]-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 + 0.4919 49.19%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.7721 77.21%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8837 88.37%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5571 55.71%
BSEP inhibitior + 0.5689 56.89%
P-glycoprotein inhibitior - 0.5977 59.77%
P-glycoprotein substrate - 0.5459 54.59%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.6636 66.36%
CYP2C9 inhibition - 0.8115 81.15%
CYP2C19 inhibition - 0.7602 76.02%
CYP2D6 inhibition - 0.9233 92.33%
CYP1A2 inhibition - 0.7425 74.25%
CYP2C8 inhibition + 0.4495 44.95%
CYP inhibitory promiscuity - 0.8880 88.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5737 57.37%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9392 93.92%
Skin irritation + 0.5794 57.94%
Skin corrosion - 0.9200 92.00%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4326 43.26%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5199 51.99%
skin sensitisation - 0.7433 74.33%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6282 62.82%
Acute Oral Toxicity (c) III 0.5685 56.85%
Estrogen receptor binding + 0.7952 79.52%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding + 0.6456 64.56%
Glucocorticoid receptor binding + 0.8259 82.59%
Aromatase binding + 0.7311 73.11%
PPAR gamma - 0.5658 56.58%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9942 99.42%

Targets

Top

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 98.67% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.43% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.32% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.91% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.18% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.11% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.26% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.95% 94.78%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 87.90% 97.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.64% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.37% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.20% 82.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.72% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.44% 93.04%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 82.77% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.63% 85.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.28% 86.33%
CHEMBL1871 P10275 Androgen Receptor 81.35% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.95% 96.61%

Plants that contains it

Top
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.
Coleus barbatus var. barbatus
Sagina japonica
Serratula coronata subsp. coronata

Cross-Links

Top
PubChem 163188992
LOTUS LTS0078652
wikiData Q105283518