[6-hydroxy-5-(5-hydroxy-3-methylpentyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl 2-methylbut-2-enoate

Details

• Internal ID: 7054b115-3b90-4919-a6a5-512633fa6c25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [6-hydroxy-5-(5-hydroxy-3-methylpentyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1(CCCC2(C1CCC(C2CCC(C)CCO)(C)O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC1(CCCC2(C1CCC(C2CCC(C)CCO)(C)O)C)C
• InChI: InChI=1S/C25H44O4/c1-7-19(3)22(27)29-17-23(4)13-8-14-24(5)20(23)11-15-25(6,28)21(24)10-9-18(2)12-16-26/h7,18,20-21,26,28H,8-17H2,1-6H3
• InChI Key: CSXQRUZQGRCJDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄O₄
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.32395988 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.5583	55.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.8409	84.09%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6119	61.19%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	-	0.5505	55.05%
P-glycoprotein substrate	-	0.6530	65.30%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.7266	72.66%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.8833	88.33%
CYP2C8 inhibition	-	0.7021	70.21%
CYP inhibitory promiscuity	-	0.8797	87.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.5832	58.32%
Skin corrosion	-	0.9776	97.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6694	66.94%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6297	62.97%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7225	72.25%
Acute Oral Toxicity (c)	III	0.7199	71.99%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	-	0.5480	54.80%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.7537	75.37%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.9860	98.60%

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	99.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.76%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.64%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.24%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	90.04%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.10%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.82%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.41%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.82%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.79%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.42%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.39%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.20%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.77%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.31%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.99%	89.05%
CHEMBL325	Q13547	Histone deacetylase 1	82.14%	95.92%
CHEMBL3837	P07711	Cathepsin L	82.10%	96.61%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.62%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.35%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.28%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.31%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.07%	92.50%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162884573
• LOTUS: LTS0096262
• wikiData: Q104969631