PlantaeDB Logo
Login Sign-up

(2R)-4-methyl-2-[(2R)-2-[(1S,3R,5S,10S,11R,13R,14R,17R)-1,3,11-trihydroxy-4,4,10,13,14-pentamethyl-7-oxo-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]propyl]-2H-furan-5-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 e5670b19-936f-4d1c-9b75-cbf5e1a2ba99
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-4-methyl-2-[(2R)-2-[(1S,3R,5S,10S,11R,13R,14R,17R)-1,3,11-trihydroxy-4,4,10,13,14-pentamethyl-7-oxo-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]propyl]-2H-furan-5-one
SMILES (Canonical) CC1=CC(OC1=O)CC(C)C2CCC3(C2(CC(C4=C3C(=O)CC5C4(C(CC(C5(C)C)O)O)C)O)C)C
SMILES (Isomeric) CC1=C[C@H](OC1=O)C[C@@H](C)[C@H]2CC[C@@]3([C@@]2(C[C@H](C4=C3C(=O)C[C@@H]5[C@@]4([C@H](C[C@H](C5(C)C)O)O)C)O)C)C
InChI InChI=1S/C30H44O6/c1-15(10-17-11-16(2)26(35)36-17)18-8-9-28(5)24-19(31)12-21-27(3,4)22(33)13-23(34)30(21,7)25(24)20(32)14-29(18,28)6/h11,15,17-18,20-23,32-34H,8-10,12-14H2,1-7H3/t15-,17-,18-,20-,21+,22-,23+,28+,29-,30-/m1/s1
InChI Key KYKMYFAIOWJUNN-UDWZXLHVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H44O6
Molecular Weight 500.70 g/mol
Exact Mass 500.31378912 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R)-4-methyl-2-[(2R)-2-[(1S,3R,5S,10S,11R,13R,14R,17R)-1,3,11-trihydroxy-4,4,10,13,14-pentamethyl-7-oxo-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]propyl]-2H-furan-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9790 97.90%
Caco-2 - 0.6689 66.89%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8022 80.22%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.4756 47.56%
P-glycoprotein inhibitior - 0.4438 44.38%
P-glycoprotein substrate + 0.5222 52.22%
CYP3A4 substrate + 0.6871 68.71%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition + 0.5379 53.79%
CYP2C9 inhibition - 0.8876 88.76%
CYP2C19 inhibition - 0.9363 93.63%
CYP2D6 inhibition - 0.9512 95.12%
CYP1A2 inhibition - 0.8242 82.42%
CYP2C8 inhibition + 0.4933 49.33%
CYP inhibitory promiscuity - 0.8259 82.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4705 47.05%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9415 94.15%
Skin irritation + 0.6709 67.09%
Skin corrosion - 0.9074 90.74%
Ames mutagenesis - 0.6244 62.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4443 44.43%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5445 54.45%
skin sensitisation - 0.7983 79.83%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6063 60.63%
Acute Oral Toxicity (c) I 0.6618 66.18%
Estrogen receptor binding + 0.6986 69.86%
Androgen receptor binding + 0.7097 70.97%
Thyroid receptor binding + 0.6452 64.52%
Glucocorticoid receptor binding + 0.8021 80.21%
Aromatase binding + 0.7871 78.71%
PPAR gamma + 0.5305 53.05%
Honey bee toxicity - 0.5928 59.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9937 99.37%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.53% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.39% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.26% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.09% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.00% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.78% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 89.59% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.72% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.60% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.61% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.50% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.00% 90.17%
CHEMBL4072 P07858 Cathepsin B 84.91% 93.67%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.82% 93.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.81% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 82.50% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.01% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.91% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.69% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.11% 96.47%

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.
Abies mariesii

Cross-Links

Top
PubChem 21672269
LOTUS LTS0088853
wikiData Q105147753