(E)-5-[(1R,2S,4aR,6S,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: a671c11d-1427-4e65-99a5-1f6f2cf4b1b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1R,2S,4aR,6S,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H34O4/c1-13(12-17(22)23)6-7-15-19(4)10-9-16(21)18(2,3)14(19)8-11-20(15,5)24/h12,14-16,21,24H,6-11H2,1-5H3,(H,22,23)/b13-12+/t14-,15+,16-,19+,20-/m0/s1
• InChI Key: YSIVERHSGIJYEX-SJCUXRIISA-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): 77.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.5825	58.25%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8374	83.74%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.8104	81.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6285	62.85%
P-glycoprotein inhibitior	-	0.8441	84.41%
P-glycoprotein substrate	-	0.8750	87.50%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.9120	91.20%
CYP3A4 inhibition	-	0.7469	74.69%
CYP2C9 inhibition	-	0.9432	94.32%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.9465	94.65%
CYP2C8 inhibition	-	0.8299	82.99%
CYP inhibitory promiscuity	-	0.8767	87.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7226	72.26%
Eye corrosion	-	0.9958	99.58%
Eye irritation	-	0.8524	85.24%
Skin irritation	+	0.6435	64.35%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4442	44.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7726	77.26%
skin sensitisation	+	0.5460	54.60%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7955	79.55%
Acute Oral Toxicity (c)	III	0.8101	81.01%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	-	0.4881	48.81%
Thyroid receptor binding	+	0.6322	63.22%
Glucocorticoid receptor binding	+	0.7780	77.80%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	+	0.7084	70.84%
Honey bee toxicity	-	0.8627	86.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.56%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.98%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL2061	P19793	Retinoid X receptor alpha	87.00%	91.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.93%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.77%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.06%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.57%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.42%	97.25%
CHEMBL2581	P07339	Cathepsin D	80.80%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162905491
• LOTUS: LTS0032738
• wikiData: Q105359691