6-Deoxocastasterone

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	0980483e-76c5-4cc8-8503-0714af062f08
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,8R,9S,10S,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol
SMILES (Canonical)	CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CCC4C3(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[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H]([C@@H](C)C(C)C)O)O
InChI	InChI=1S/C28H50O4/c1-15(2)16(3)25(31)26(32)17(4)20-9-10-21-19-8-7-18-13-23(29)24(30)14-28(18,6)22(19)11-12-27(20,21)5/h15-26,29-32H,7-14H2,1-6H3/t16-,17-,18-,19-,20+,21-,22-,23-,24+,25+,26+,27+,28-/m0/s1
InChI Key	VXBLCLVRWCLEOX-BFYSZXNBSA-N
Popularity	35 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₈H₅₀O₄
Molecular Weight	450.70 g/mol
Exact Mass	450.37091007 g/mol
Topological Polar Surface Area (TPSA)	80.90 Å²
XlogP	6.30
Atomic LogP (AlogP)	4.63
H-Bond Acceptor	4
H-Bond Donor	4
Rotatable Bonds	5

Synonyms

Top

87833-54-3

campestan-2alpha,3alpha,22R,23R-tetrol

(22R,23R)-5alpha-campestane-2alpha,3alpha,22,23-tetraol

(2R,3S,5S,8R,9S,10S,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3-diol

deoxocastasterone

SCHEMBL2167830

DTXSID6040951

CHEBI:20712

LMST01030127

Q27109343

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	+	0.9837	98.37%
Caco-2	-	0.7069	70.69%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	0.5836	58.36%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.7377	73.77%
P-glycoprotein inhibitior	-	0.6628	66.28%
P-glycoprotein substrate	-	0.6371	63.71%
CYP3A4 substrate	+	0.6940	69.40%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.6841	68.41%
CYP3A4 inhibition	-	0.8870	88.70%
CYP2C9 inhibition	-	0.9023	90.23%
CYP2C19 inhibition	-	0.8669	86.69%
CYP2D6 inhibition	-	0.9706	97.06%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.8147	81.47%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6898	68.98%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9010	90.10%
Skin irritation	+	0.6101	61.01%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4645	46.45%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6514	65.14%
skin sensitisation	-	0.6998	69.98%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8847	88.47%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.6561	65.61%
Androgen receptor binding	+	0.7227	72.27%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	+	0.6196	61.96%
Aromatase binding	+	0.5657	56.57%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7023	70.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	97.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.68%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.98%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	90.37%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.90%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.08%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.26%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.97%	92.88%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.84%	99.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.42%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.29%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.92%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	82.80%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.70%	92.86%
CHEMBL4581	P52732	Kinesin-like protein 1	81.79%	93.18%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.57%	95.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.10%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.88%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.88%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.82%	82.69%
CHEMBL1914	P06276	Butyrylcholinesterase	80.73%	95.00%

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.

Arabidopsis thaliana

Castanea crenata

Catharanthus roseus

Lablab purpureus subsp. purpureus