Roxburghiadiol A

Details

• Internal ID: 719087e1-e741-43b7-865c-9425d79fdd8b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (1S,3R,6S,8S,9S,11S,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9-diol
• InChI: InChI=1S/C29H48O2/c1-18(2)19(3)7-8-20(4)22-10-11-27(6)25-16-24(31)23-15-21(30)9-12-28(23)17-29(25,28)14-13-26(22,27)5/h18,20-25,30-31H,3,7-17H2,1-2,4-6H3/t20-,21+,22-,23-,24+,25+,26-,27+,28-,29+/m1/s1
• InChI Key: FLFAKBJFVNSCHC-HFOFPBCXSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.365430770 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.75
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 103629-94-3
• Roxburghiadiol B
• 4-Bisnormethyl-24-methylenecycloarta-3,6-diol
• DTXSID00908532
• 14-Methyl-9,19-cycloergost-24(28)-ene-3,6-diol
• 9,19-Cycloergost-24(28)-ene-3,6-diol, 14-methyl-, (3beta,5alpha,6alpha)-
• (1S,3R,6S,8S,9S,11S,12S,15R,16R)-12,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.5595	55.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4630	46.30%
OATP2B1 inhibitior	-	0.5714	57.14%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7072	70.72%
P-glycoprotein inhibitior	-	0.6535	65.35%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8126	81.26%
CYP2C19 inhibition	-	0.7380	73.80%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.7885	78.85%
CYP2C8 inhibition	-	0.6548	65.48%
CYP inhibitory promiscuity	-	0.5608	56.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6392	63.92%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9291	92.91%
Skin irritation	-	0.5346	53.46%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.7678	76.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5084	50.84%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6802	68.02%
skin sensitisation	+	0.4818	48.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7787	77.87%
Acute Oral Toxicity (c)	III	0.4308	43.08%
Estrogen receptor binding	+	0.7642	76.42%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	+	0.6107	61.07%
Glucocorticoid receptor binding	+	0.7690	76.90%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.6865	68.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	98.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.97%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.83%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.22%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.18%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	89.54%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	89.09%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.70%	89.05%
CHEMBL238	Q01959	Dopamine transporter	88.10%	95.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.83%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.56%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	87.51%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.12%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.39%	91.03%
CHEMBL233	P35372	Mu opioid receptor	85.88%	97.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.42%	99.18%
CHEMBL3837	P07711	Cathepsin L	85.14%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.84%	95.89%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.55%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.15%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.00%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.81%	89.62%
CHEMBL1871	P10275	Androgen Receptor	82.64%	96.43%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	82.34%	93.85%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.23%	96.47%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.85%	95.17%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	81.73%	81.88%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.73%	96.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.61%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.51%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.40%	94.78%

Plants that contains it

• Aglaia elaeagnoidea
• Swietenia macrophylla

Cross-Links

• PubChem: 175940
• LOTUS: LTS0120397
• wikiData: Q82877946