2-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 02524544-d2db-417d-a87c-a3d8ccd1ea44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(CCC2C3(CCCC(C3CCC2(C)O)(C)C)C)C=C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC(C)(CCC2C3(CCCC(C3CCC2(C)O)(C)C)C)C=C)O)O)O
• InChI: InChI=1S/C26H46O6/c1-8-24(5,32-22-21(29)20(28)19(27)16(2)31-22)14-10-18-25(6)13-9-12-23(3,4)17(25)11-15-26(18,7)30/h8,16-22,27-30H,1,9-15H2,2-7H3
• InChI Key: QIFUWGZVLWAGTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₆O₆
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.32943918 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7554	75.54%
Caco-2	-	0.7148	71.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5807	58.07%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.8558	85.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8119	81.19%
P-glycoprotein inhibitior	-	0.6022	60.22%
P-glycoprotein substrate	-	0.7680	76.80%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.6175	61.75%
CYP2C9 inhibition	-	0.8718	87.18%
CYP2C19 inhibition	-	0.7495	74.95%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.8590	85.90%
CYP2C8 inhibition	+	0.6188	61.88%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7476	74.76%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.5791	57.91%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6631	66.31%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6297	62.97%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.5256	52.56%
Estrogen receptor binding	+	0.5702	57.02%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5744	57.44%
Glucocorticoid receptor binding	+	0.6510	65.10%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.7703	77.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	99.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	92.55%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	91.88%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.50%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.71%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.60%	94.75%
CHEMBL233	P35372	Mu opioid receptor	87.36%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.93%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.76%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.49%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.72%	91.03%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.71%	97.31%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.48%	97.36%
CHEMBL206	P03372	Estrogen receptor alpha	83.67%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.65%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	82.23%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	81.62%	95.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.00%	89.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.87%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.52%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.11%	97.47%

Plants that contains it

• Aster spathulifolius

Cross-Links

• PubChem: 73031646
• LOTUS: LTS0255392
• wikiData: Q105221351