Ponasterone A

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	7b9c011f-6279-468a-abf1-d2f751a3c4eb
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,9R,10R,13R,14S,17S)-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)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=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-JJJZTNILSA-N
Popularity	177 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₇H₄₄O₆
Molecular Weight	464.60 g/mol
Exact Mass	464.31378912 g/mol
Topological Polar Surface Area (TPSA)	118.00 Å²
XlogP	1.90
Atomic LogP (AlogP)	2.74
H-Bond Acceptor	6
H-Bond Donor	5
Rotatable Bonds	5

Synonyms

Top

13408-56-5

25-deoxyecdysterone

25-Deoxycedysterone

2,3,14,20,22-PENTAHYDROXYCHOLEST-7-EN-6-ONE

UNII-84986BG3NG

CHEMBL549789

CHEBI:28135

84986BG3NG

(2S,3R,5R,9R,10R,13R,14S,17S)-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

(22R)-2beta,3beta,14,20,22-pentahydroxy-5beta-cholest-7-en-6-one

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

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

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
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

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.

Crepidiastrum denticulatum subsp. denticulatum

Crepidiastrum sonchifolium

Dipsacus inermis

Duguetia calycina

Eriosema chinense