PlantaeDB Logo
Login Sign-up

(5R,8S,9R,10S,11R,13S,14R,17R)-17-[(2S,5R)-2,5-dimethyl-5-propan-2-yloxolan-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 21e0eece-6aaf-49c9-bf2f-68451c4b223d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (5R,8S,9R,10S,11R,13S,14R,17R)-17-[(2S,5R)-2,5-dimethyl-5-propan-2-yloxolan-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)C1(CCC(O1)(C)C2CCC3(C2CC(C4C3(CCC5C4(CCC(=O)C5(C)C)C)C)O)C)C
SMILES (Isomeric) CC(C)[C@]1(CC[C@@](O1)(C)[C@@H]2CC[C@@]3([C@H]2C[C@H]([C@H]4[C@@]3(CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)O)C)C
InChI InChI=1S/C31H52O3/c1-19(2)30(8)16-17-31(9,34-30)20-10-14-28(6)21(20)18-22(32)25-27(5)13-12-24(33)26(3,4)23(27)11-15-29(25,28)7/h19-23,25,32H,10-18H2,1-9H3/t20-,21+,22-,23+,25-,27+,28-,29+,30-,31+/m1/s1
InChI Key XHIAVPAVQWVMAW-QABANNBHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C31H52O3
Molecular Weight 472.70 g/mol
Exact Mass 472.39164552 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 7.20
Atomic LogP (AlogP) 7.20
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5R,8S,9R,10S,11R,13S,14R,17R)-17-[(2S,5R)-2,5-dimethyl-5-propan-2-yloxolan-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 - 0.5915 59.15%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7419 74.19%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8093 80.93%
OATP1B3 inhibitior + 0.9540 95.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8743 87.43%
P-glycoprotein inhibitior - 0.5682 56.82%
P-glycoprotein substrate - 0.7436 74.36%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 0.8254 82.54%
CYP2D6 substrate - 0.7468 74.68%
CYP3A4 inhibition - 0.7358 73.58%
CYP2C9 inhibition - 0.7626 76.26%
CYP2C19 inhibition - 0.7773 77.73%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.8819 88.19%
CYP2C8 inhibition - 0.7136 71.36%
CYP inhibitory promiscuity - 0.9111 91.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6098 60.98%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9139 91.39%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8909 89.09%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5152 51.52%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6382 63.82%
skin sensitisation - 0.7612 76.12%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5194 51.94%
Acute Oral Toxicity (c) III 0.5350 53.50%
Estrogen receptor binding + 0.7606 76.06%
Androgen receptor binding + 0.7082 70.82%
Thyroid receptor binding + 0.6170 61.70%
Glucocorticoid receptor binding + 0.7825 78.25%
Aromatase binding + 0.7354 73.54%
PPAR gamma + 0.5648 56.48%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9566 95.66%

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 94.80% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.32% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.11% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.27% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.54% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 89.91% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.34% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.44% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.20% 94.75%
CHEMBL4302 P08183 P-glycoprotein 1 85.89% 92.98%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.42% 90.71%
CHEMBL2581 P07339 Cathepsin D 85.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.97% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.19% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.88% 93.04%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 82.84% 85.30%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.72% 96.38%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.70% 85.11%

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.
Alnus serrulatoides

Cross-Links

Top
PubChem 163015328
LOTUS LTS0008373
wikiData Q105328114