PlantaeDB Logo
Login Sign-up

(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,6S)-2,6,7-trihydroxy-6-methylheptan-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

Top
Internal ID 99327fc7-7088-47f4-a5b3-74a99a2a13f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,6S)-2,6,7-trihydroxy-6-methylheptan-2-yl]-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)(CCCC(C)(CO)O)O)O
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)(CCC[C@@](C)(CO)O)O)O
InChI InChI=1S/C27H44O7/c1-23(32,15-28)8-5-9-26(4,33)22-7-11-27(34)17-12-19(29)18-13-20(30)21(31)14-24(18,2)16(17)6-10-25(22,27)3/h12,16,18,20-22,28,30-34H,5-11,13-15H2,1-4H3/t16-,18-,20+,21-,22-,23-,24+,25+,26-,27+/m0/s1
InChI Key ZFLUUBHIYYRUJA-ZDTRAIOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H44O7
Molecular Weight 480.60 g/mol
Exact Mass 480.30870374 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.86
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,6S)-2,6,7-trihydroxy-6-methylheptan-2-yl]-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 + 0.9906 99.06%
Caco-2 - 0.6299 62.99%
Blood Brain Barrier + 0.6135 61.35%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8335 83.35%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.8983 89.83%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5202 52.02%
BSEP inhibitior + 0.6379 63.79%
P-glycoprotein inhibitior - 0.6547 65.47%
P-glycoprotein substrate + 0.5116 51.16%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.8127 81.27%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.9138 91.38%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9271 92.71%
CYP2C8 inhibition - 0.6142 61.42%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7064 70.64%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9543 95.43%
Skin irritation + 0.6209 62.09%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3749 37.49%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6537 65.37%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8697 86.97%
Acute Oral Toxicity (c) III 0.6520 65.20%
Estrogen receptor binding + 0.8172 81.72%
Androgen receptor binding + 0.7283 72.83%
Thyroid receptor binding + 0.6020 60.20%
Glucocorticoid receptor binding + 0.8161 81.61%
Aromatase binding + 0.7063 70.63%
PPAR gamma - 0.5616 56.16%
Honey bee toxicity - 0.8455 84.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9793 97.93%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.59% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.15% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.66% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.60% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.10% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.95% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.61% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.02% 93.99%
CHEMBL226 P30542 Adenosine A1 receptor 88.52% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.03% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.91% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.21% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.85% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 84.05% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 83.40% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.21% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.61% 96.61%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.56% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.38% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.16% 86.92%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163055001
LOTUS LTS0025030
wikiData Q105374335