5-[4a,5-Bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 8bade336-f6e1-4ea7-91af-3af171a47a4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[4a,5-bis(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O4/c1-14(11-18(23)24)7-9-19(3)15(2)8-10-20(13-22)16(12-21)5-4-6-17(19)20/h5,11,15,17,21-22H,4,6-10,12-13H2,1-3H3,(H,23,24)
• InChI Key: SUIJWPJRFXANRY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.6384	63.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6893	68.93%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	-	0.2432	24.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5285	52.85%
BSEP inhibitior	+	0.6311	63.11%
P-glycoprotein inhibitior	-	0.8129	81.29%
P-glycoprotein substrate	-	0.7095	70.95%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.9158	91.58%
CYP3A4 inhibition	-	0.7348	73.48%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	-	0.5914	59.14%
CYP inhibitory promiscuity	-	0.7577	75.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6602	66.02%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5401	54.01%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5310	53.10%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6410	64.10%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.8412	84.12%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.6000	60.00%
Honey bee toxicity	-	0.8746	87.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.15%	83.82%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.77%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.73%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.15%	97.09%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.55%	91.67%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162969461
• LOTUS: LTS0168619
• wikiData: Q105260967