2-[2-[4-Hydroxy-4a-(hydroxymethyl)-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 5020b9e2-d460-45df-9189-135f3d6d62f2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 2-[2-[4-hydroxy-4a-(hydroxymethyl)-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol
• SMILES (Canonical): CC1CC(C2(C(C1(C)CCC(=CCO)CO)CCC=C2C)CO)O
• SMILES (Isomeric): CC1CC(C2(C(C1(C)CCC(=CCO)CO)CCC=C2C)CO)O
• InChI: InChI=1S/C20H34O4/c1-14-5-4-6-17-19(3,9-7-16(12-22)8-10-21)15(2)11-18(24)20(14,17)13-23/h5,8,15,17-18,21-24H,4,6-7,9-13H2,1-3H3
• InChI Key: NJLSXRXWVWUJTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 4
• 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	+	0.9692	96.92%
Caco-2	+	0.6523	65.23%
Blood Brain Barrier	+	0.6285	62.85%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4842	48.42%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.8787	87.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5369	53.69%
BSEP inhibitior	+	0.7211	72.11%
P-glycoprotein inhibitior	-	0.8226	82.26%
P-glycoprotein substrate	-	0.5664	56.64%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8573	85.73%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	+	0.4798	47.98%
CYP inhibitory promiscuity	-	0.8785	87.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9419	94.19%
Skin irritation	-	0.6302	63.02%
Skin corrosion	-	0.9660	96.60%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6776	67.76%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6693	66.93%
Acute Oral Toxicity (c)	III	0.6785	67.85%
Estrogen receptor binding	+	0.7607	76.07%
Androgen receptor binding	+	0.6165	61.65%
Thyroid receptor binding	+	0.7029	70.29%
Glucocorticoid receptor binding	+	0.7554	75.54%
Aromatase binding	+	0.7337	73.37%
PPAR gamma	+	0.5637	56.37%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9485	94.85%

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	93.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.28%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.18%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.13%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	87.76%	97.79%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.13%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.68%	95.56%
CHEMBL1871	P10275	Androgen Receptor	81.71%	96.43%

Plants that contains it

• Portulaca pilosa

Cross-Links

• PubChem: 163000063
• LOTUS: LTS0003520
• wikiData: Q105180190