(Z)-2-[2-[(1S,2R,4aR,9aR)-4a-hydroxy-6-(hydroxymethyl)-1,2-dimethyl-3,4,5,8,9,9a-hexahydro-2H-benzo[7]annulen-1-yl]ethyl]but-2-ene-1,4-diol

Details

• Internal ID: 77a550e3-8434-4ea3-93b1-44c2ad405008
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (Z)-2-[2-[(1S,2R,4aR,9aR)-4a-hydroxy-6-(hydroxymethyl)-1,2-dimethyl-3,4,5,8,9,9a-hexahydro-2H-benzo[7]annulen-1-yl]ethyl]but-2-ene-1,4-diol
• InChI: InChI=1S/C20H34O4/c1-15-6-10-20(24)12-17(14-23)4-3-5-18(20)19(15,2)9-7-16(13-22)8-11-21/h4,8,15,18,21-24H,3,5-7,9-14H2,1-2H3/b16-8-/t15-,18-,19+,20-/m1/s1
• InChI Key: ADNYYDOZAWMEEV-XEYLXHPYSA-N
• Popularity: 2 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: 1.80
• Atomic LogP (AlogP): 2.56
• 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	+	0.9821	98.21%
Caco-2	+	0.6994	69.94%
Blood Brain Barrier	+	0.5046	50.46%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5645	56.45%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5805	58.05%
BSEP inhibitior	+	0.5926	59.26%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.6511	65.11%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.7039	70.39%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8823	88.23%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	-	0.5960	59.60%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.6808	68.08%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5358	53.58%
skin sensitisation	-	0.7232	72.32%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7498	74.98%
Acute Oral Toxicity (c)	III	0.6971	69.71%
Estrogen receptor binding	+	0.8878	88.78%
Androgen receptor binding	-	0.5519	55.19%
Thyroid receptor binding	+	0.7061	70.61%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9393	93.93%

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	97.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.11%	82.69%
CHEMBL4208	P20618	Proteasome component C5	85.48%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.14%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.33%	95.50%

Plants that contains it

• Portulaca oleracea

Cross-Links

• PubChem: 14137514
• LOTUS: LTS0213110
• wikiData: Q104909704