25S-Inokosterone

Details

• Internal ID: 12a9a4fb-3234-4d45-b9f0-615384b69610
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6S)-2,3,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)CO
• SMILES (Isomeric): C[C@@H](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)CO
• InChI: InChI=1S/C27H44O7/c1-15(14-28)5-6-23(32)26(4,33)22-8-10-27(34)17-11-19(29)18-12-20(30)21(31)13-24(18,2)16(17)7-9-25(22,27)3/h11,15-16,18,20-23,28,30-34H,5-10,12-14H2,1-4H3/t15-,16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1
• InChI Key: JQNVCUBPURTQPQ-BMZRUTLMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₇
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.30870374 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• (25S)-Inokosterone
• 19595-18-7
• (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6S)-2,3,7-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• 25R-Inokosterone
• GLXC-16969
• 19682-38-3
• HY-N4130
• AKOS030530149
• CS-0032156
• (2b,3b,5b,14a,20r,22r,25s)-2,3,14,20,22,26-hexahydroxycholest-7-en-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.5574	55.74%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8335	83.35%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5202	52.02%
BSEP inhibitior	+	0.6018	60.18%
P-glycoprotein inhibitior	-	0.6805	68.05%
P-glycoprotein substrate	+	0.5452	54.52%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9271	92.71%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7064	70.64%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9546	95.46%
Skin irritation	+	0.6209	62.09%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4271	42.71%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6096	60.96%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8090	80.90%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.7212	72.12%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	+	0.6359	63.59%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.8674	86.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.35%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.85%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	97.57%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.26%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.51%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.01%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.77%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.23%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.05%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.25%	91.07%
CHEMBL220	P22303	Acetylcholinesterase	85.49%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.96%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.96%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.81%	100.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	83.19%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.86%	96.90%
CHEMBL1871	P10275	Androgen Receptor	80.37%	96.43%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.04%	89.34%

Plants that contains it

• Achyranthes bidentata
• Eriosema chinense
• Myrtopsis sellingii
• Polypodium virginianum
• Polypodium vulgare
• Rhaponticum carthamoides subsp. carthamoides
• Rhododendron micranthum
• Strychnos cathayensis
• Trichocolea tomentella
• Vitex megapotamica
• Woodwardia orientalis

Cross-Links

• PubChem: 12358616
• NPASS: NPC283533
• LOTUS: LTS0188641
• wikiData: Q105133557