5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanal

Details

• Internal ID: 547a53e6-dcbf-4a6d-b60a-acfa75404982
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentanal
• SMILES (Canonical): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)CO)C)CC=O
• SMILES (Isomeric): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)CO)C)CC=O
• InChI: InChI=1S/C20H36O3/c1-15(9-13-21)6-7-17-19(3)11-5-10-18(2,14-22)16(19)8-12-20(17,4)23/h13,15-17,22-23H,5-12,14H2,1-4H3
• InChI Key: XFGQREMQPQCHQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₃
• Molecular Weight: 324.50 g/mol
• Exact Mass: 324.26644501 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.96
• 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	+	0.9954	99.54%
Caco-2	+	0.5857	58.57%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7958	79.58%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8284	82.84%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6454	64.54%
P-glycoprotein inhibitior	-	0.8222	82.22%
P-glycoprotein substrate	-	0.7591	75.91%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	0.6291	62.91%
CYP2D6 substrate	-	0.8130	81.30%
CYP3A4 inhibition	-	0.6088	60.88%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.6600	66.00%
CYP2C8 inhibition	-	0.8096	80.96%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8732	87.32%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4292	42.92%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6951	69.51%
skin sensitisation	-	0.8064	80.64%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7540	75.40%
Acute Oral Toxicity (c)	III	0.7642	76.42%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	-	0.5962	59.62%
Thyroid receptor binding	+	0.6612	66.12%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	-	0.6066	60.66%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9232	92.32%

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	97.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	92.35%	95.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.81%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.63%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.09%	82.69%
CHEMBL3524	P56524	Histone deacetylase 4	86.40%	92.97%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.37%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.86%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.90%	97.29%
CHEMBL1937	Q92769	Histone deacetylase 2	84.75%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.27%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.23%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.80%	89.05%
CHEMBL4072	P07858	Cathepsin B	83.61%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.35%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.14%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.09%	97.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.20%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.10%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.95%	96.21%
CHEMBL221	P23219	Cyclooxygenase-1	81.10%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.95%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.83%	91.19%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.21%	98.05%
CHEMBL206	P03372	Estrogen receptor alpha	80.15%	97.64%

Plants that contains it

• Baccharis neaei

Cross-Links

• PubChem: 163097187
• LOTUS: LTS0258947
• wikiData: Q105327019