(E)-5-[(1S,4S,4aR,8aS)-2-formyl-4-hydroxy-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enoic acid

Details

• Internal ID: 5e8bc2ab-195f-43fc-a49a-b378be151eb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1S,4S,4aR,8aS)-2-formyl-4-hydroxy-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enoic acid
• InChI: InChI=1S/C20H30O5/c1-19(2)7-4-8-20(3)15(6-5-13(11-21)9-17(24)25)14(12-22)10-16(23)18(19)20/h9-10,12,15-16,18,21,23H,4-8,11H2,1-3H3,(H,24,25)/b13-9+/t15-,16+,18-,20+/m1/s1
• InChI Key: KUYGTNJOUIZLNV-MIEZBSPFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 4
• 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	+	0.9865	98.65%
Caco-2	-	0.5136	51.36%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8963	89.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6971	69.71%
OATP1B3 inhibitior	-	0.3646	36.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5453	54.53%
BSEP inhibitior	+	0.6820	68.20%
P-glycoprotein inhibitior	-	0.7617	76.17%
P-glycoprotein substrate	-	0.6561	65.61%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.6649	66.49%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.9062	90.62%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.8363	83.63%
CYP2C8 inhibition	-	0.6266	62.66%
CYP inhibitory promiscuity	-	0.7961	79.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7127	71.27%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9759	97.59%
Skin irritation	-	0.5960	59.60%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.6385	63.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.7636	76.36%
Estrogen receptor binding	+	0.6501	65.01%
Androgen receptor binding	+	0.5490	54.90%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.6873	68.73%
PPAR gamma	+	0.6694	66.94%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	95.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.57%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	90.94%	89.63%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.67%	94.62%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.48%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.37%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.64%	94.08%
CHEMBL5028	O14672	ADAM10	81.94%	97.50%
CHEMBL233	P35372	Mu opioid receptor	81.76%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.07%	96.61%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 163104798
• LOTUS: LTS0108891
• wikiData: Q105146401