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

Details

• Internal ID: e7a3f6a4-63d1-4933-849f-e56ee2119d77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 2-[2-[5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]but-2-ene-1,4-diol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCO)CO)CCC=C2CO)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(=CCO)CO)CCC=C2CO)C
• InChI: InChI=1S/C20H34O3/c1-15-7-10-20(3)17(14-23)5-4-6-18(20)19(15,2)11-8-16(13-22)9-12-21/h5,9,15,18,21-23H,4,6-8,10-14H2,1-3H3
• InChI Key: FEWVAJCWRYTWOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.45
• 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	+	0.9861	98.61%
Caco-2	+	0.8028	80.28%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5258	52.58%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8677	86.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5236	52.36%
BSEP inhibitior	-	0.5246	52.46%
P-glycoprotein inhibitior	-	0.8313	83.13%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.5419	54.19%
CYP2C9 inhibition	-	0.7179	71.79%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.8403	84.03%
CYP2C8 inhibition	-	0.5848	58.48%
CYP inhibitory promiscuity	-	0.5924	59.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4060	40.60%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5608	56.08%
skin sensitisation	-	0.5668	56.68%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7056	70.56%
Acute Oral Toxicity (c)	III	0.4983	49.83%
Estrogen receptor binding	+	0.8704	87.04%
Androgen receptor binding	-	0.5168	51.68%
Thyroid receptor binding	+	0.6757	67.57%
Glucocorticoid receptor binding	+	0.7030	70.30%
Aromatase binding	+	0.7144	71.44%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	95.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.14%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.64%	94.75%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.51%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Croton lechleri

Cross-Links

• PubChem: 162985716
• LOTUS: LTS0034236
• wikiData: Q104402149