28-Norcastasterone

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	4447478e-589e-42a5-866c-2a0c469714d8
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name	(2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical)	CC(C)CC(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O
SMILES (Isomeric)	C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H](CC(C)C)O)O
InChI	InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1
InChI Key	YNZRNENZMVIPBX-SCLBUMFYSA-N
Popularity	26 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₇H₄₆O₅
Molecular Weight	450.70 g/mol
Exact Mass	450.33452456 g/mol
Topological Polar Surface Area (TPSA)	98.00 Å²
XlogP	4.30
Atomic LogP (AlogP)	3.56
H-Bond Acceptor	5
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

Top

83464-85-1

(2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

SCHEMBL11235654

CHEBI:188997

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6634	66.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5639	56.39%
P-glycoprotein inhibitior	-	0.6673	66.73%
P-glycoprotein substrate	+	0.5661	56.61%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	0.8312	83.12%
CYP2D6 substrate	-	0.7607	76.07%
CYP3A4 inhibition	-	0.8032	80.32%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7527	75.27%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9458	94.58%
Skin irritation	+	0.6440	64.40%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4272	42.72%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5075	50.75%
skin sensitisation	-	0.7238	72.38%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8745	87.45%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.6642	66.42%
Androgen receptor binding	+	0.7622	76.22%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	+	0.6243	62.43%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6053	60.53%
Honey bee toxicity	-	0.7342	73.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9774	97.74%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.94%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.54%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	95.21%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL3837	P07711	Cathepsin L	93.69%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.61%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	92.22%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.34%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.83%	98.05%
CHEMBL299	P17252	Protein kinase C alpha	88.75%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.38%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.82%	94.50%
CHEMBL2996	Q05655	Protein kinase C delta	86.78%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.94%	83.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.74%	97.05%
CHEMBL1871	P10275	Androgen Receptor	84.62%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.52%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.76%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.28%	93.04%
CHEMBL4208	P20618	Proteasome component C5	82.44%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.03%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.94%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.17%	89.34%

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.