(E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpent-3-enoic acid

Details

• Internal ID: 4f89d54e-2065-45d8-9446-10063ace29ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-formylpent-3-enoic acid
• InChI: InChI=1S/C20H30O3/c1-14-6-5-7-17-19(14,3)10-8-15(2)20(17,4)11-9-16(13-21)12-18(22)23/h6,9,13,15,17H,5,7-8,10-12H2,1-4H3,(H,22,23)/b16-9+/t15-,17+,19+,20+/m1/s1
• InChI Key: RRVWWISJQFUJSD-JZNJQAFRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6663	66.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	0.8664	86.64%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6067	60.67%
P-glycoprotein inhibitior	-	0.6466	64.66%
P-glycoprotein substrate	-	0.8367	83.67%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.7188	71.88%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.9287	92.87%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.9127	91.27%
CYP2C8 inhibition	-	0.6371	63.71%
CYP inhibitory promiscuity	-	0.9170	91.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9492	94.92%
Skin irritation	+	0.5260	52.60%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.7366	73.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.7117	71.17%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	+	0.6138	61.38%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7106	71.06%
Acute Oral Toxicity (c)	III	0.8175	81.75%
Estrogen receptor binding	+	0.6976	69.76%
Androgen receptor binding	-	0.5280	52.80%
Thyroid receptor binding	+	0.7226	72.26%
Glucocorticoid receptor binding	+	0.7841	78.41%
Aromatase binding	+	0.7165	71.65%
PPAR gamma	+	0.7033	70.33%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	94.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL5028	O14672	ADAM10	87.46%	97.50%
CHEMBL4208	P20618	Proteasome component C5	86.61%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL4072	P07858	Cathepsin B	84.52%	93.67%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.71%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.48%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.68%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162952797
• LOTUS: LTS0115950
• wikiData: Q105015048