5',10,12,16-Tetramethylspiro[8,21-dioxahexacyclo[16.2.1.01,16.04,15.05,12.07,11]henicosane-9,2'-oxane]-2,19-diol

Details

• Internal ID: 199004a2-38d5-4921-b625-8e3a86527355
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5',10,12,16-tetramethylspiro[8,21-dioxahexacyclo[16.2.1.01,16.04,15.05,12.07,11]henicosane-9,2'-oxane]-2,19-diol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C67C5(CC(O6)C(C7)O)C)O)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C67C5(CC(O6)C(C7)O)C)O)C)C)OC1
• InChI: InChI=1S/C27H42O5/c1-14-5-8-27(30-13-14)15(2)23-20(32-27)10-18-16-9-22(29)26-11-19(28)21(31-26)12-25(26,4)17(16)6-7-24(18,23)3/h14-23,28-29H,5-13H2,1-4H3
• InChI Key: AHIGNXMHSUXLIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₅
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.30322444 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	-	0.6250	62.50%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6581	65.81%
OATP2B1 inhibitior	-	0.5767	57.67%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	-	0.2340	23.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6352	63.52%
BSEP inhibitior	-	0.5122	51.22%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.6022	60.22%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	-	0.9559	95.59%
CYP2C9 inhibition	-	0.9212	92.12%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8402	84.02%
CYP2C8 inhibition	+	0.5993	59.93%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.6788	67.88%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4267	42.67%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7950	79.50%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4610	46.10%
Acute Oral Toxicity (c)	III	0.3915	39.15%
Estrogen receptor binding	+	0.6968	69.68%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.5898	58.98%
Glucocorticoid receptor binding	+	0.6903	69.03%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	-	0.4866	48.66%
Honey bee toxicity	-	0.6246	62.46%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.7743	77.43%

Targets

Proven Targets:

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	96.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.17%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.83%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.95%	96.61%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.43%	97.31%
CHEMBL1914	P06276	Butyrylcholinesterase	88.34%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.18%	82.69%
CHEMBL204	P00734	Thrombin	87.70%	96.01%
CHEMBL226	P30542	Adenosine A1 receptor	87.17%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.81%	91.11%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.10%	87.16%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.83%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.59%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.49%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.33%	86.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.85%	98.99%
CHEMBL1871	P10275	Androgen Receptor	82.15%	96.43%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.03%	94.78%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.77%	92.86%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.67%	88.81%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.54%	97.28%
CHEMBL206	P03372	Estrogen receptor alpha	81.48%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	81.47%	95.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.25%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.97%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.67%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.64%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.62%	97.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.04%	96.38%

Plants that contains it

• Allium stipitatum

Cross-Links

• PubChem: 4979371
• LOTUS: LTS0129405
• wikiData: Q104912243