2-(Hydroxymethyl)-16-methyl-15-(6-methyl-5-methylideneheptan-2-yl)-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol

Details

• Internal ID: 71ae82fc-9cfb-48e7-9341-0f9a396d74cd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: 2-(hydroxymethyl)-16-methyl-15-(6-methyl-5-methylideneheptan-2-yl)-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2CC4C5(C3(CCC(C5)O)CO)O4)C
• SMILES (Isomeric): CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2CC4C5(C3(CCC(C5)O)CO)O4)C
• InChI: InChI=1S/C28H46O3/c1-17(2)18(3)6-7-19(4)22-8-9-23-21-14-25-28(31-25)15-20(30)10-13-27(28,16-29)24(21)11-12-26(22,23)5/h17,19-25,29-30H,3,6-16H2,1-2,4-5H3
• InChI Key: YKYRSLZEPGSBBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₃
• Molecular Weight: 430.70 g/mol
• Exact Mass: 430.34469533 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.6076	60.76%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4757	47.57%
OATP2B1 inhibitior	-	0.5750	57.50%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7400	74.00%
BSEP inhibitior	+	0.7434	74.34%
P-glycoprotein inhibitior	-	0.6198	61.98%
P-glycoprotein substrate	+	0.5505	55.05%
CYP3A4 substrate	+	0.7399	73.99%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.7404	74.04%
CYP3A4 inhibition	-	0.7525	75.25%
CYP2C9 inhibition	-	0.6395	63.95%
CYP2C19 inhibition	-	0.7654	76.54%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.7828	78.28%
CYP2C8 inhibition	+	0.4527	45.27%
CYP inhibitory promiscuity	-	0.7628	76.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.6417	64.17%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5648	56.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6495	64.95%
skin sensitisation	-	0.7572	75.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7139	71.39%
Acute Oral Toxicity (c)	III	0.3864	38.64%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.7841	78.41%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.7968	79.68%
Aromatase binding	+	0.6934	69.34%
PPAR gamma	+	0.5835	58.35%
Honey bee toxicity	-	0.6115	61.15%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5782	57.82%
Fish aquatic toxicity	+	0.9773	97.73%

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	99.12%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.28%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	91.86%	98.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.44%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.10%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.46%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	90.27%	97.79%
CHEMBL1871	P10275	Androgen Receptor	89.65%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.22%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	88.95%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.82%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.76%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.55%	92.88%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.84%	98.05%
CHEMBL240	Q12809	HERG	86.45%	89.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.03%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL3837	P07711	Cathepsin L	85.09%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.56%	96.21%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	84.01%	87.16%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.70%	95.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.14%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.59%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.45%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.24%	90.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.95%	99.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.69%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.67%	92.32%
CHEMBL3820	P35557	Hexokinase type IV	81.56%	91.96%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.21%	95.36%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.19%	92.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.53%	82.69%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.47%	96.25%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.25%	96.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.12%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14445210
• LOTUS: LTS0152003
• wikiData: Q105349976