(E)-5-[(3aR,4S,5R,7aR)-2-formyl-1,4,5,7a-tetramethyl-3a,5,6,7-tetrahydro-3H-inden-4-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 175b73c8-1751-4be9-973b-8eb63190027d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (E)-5-[(3aR,4S,5R,7aR)-2-formyl-1,4,5,7a-tetramethyl-3a,5,6,7-tetrahydro-3H-inden-4-yl]-3-methylpent-2-enoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CC(=O)O)C)CC(=C2C)C=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/C(=O)O)/C)CC(=C2C)C=O)C
• InChI: InChI=1S/C20H30O3/c1-13(10-18(22)23)6-8-19(4)14(2)7-9-20(5)15(3)16(12-21)11-17(19)20/h10,12,14,17H,6-9,11H2,1-5H3,(H,22,23)/b13-10+/t14-,17-,19+,20+/m1/s1
• InChI Key: JIKPDGHCTOSDJA-OHGCEXCKSA-N
• Popularity: 0 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: 4.80
• 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	+	0.9900	99.00%
Caco-2	+	0.7744	77.44%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5913	59.13%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.8462	84.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5830	58.30%
P-glycoprotein inhibitior	-	0.6013	60.13%
P-glycoprotein substrate	-	0.7336	73.36%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.8554	85.54%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.7289	72.89%
CYP2C8 inhibition	-	0.7054	70.54%
CYP inhibitory promiscuity	-	0.8263	82.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9277	92.77%
Skin irritation	+	0.5901	59.01%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8599	85.99%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5108	51.08%
skin sensitisation	+	0.7077	70.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6603	66.03%
Acute Oral Toxicity (c)	III	0.7138	71.38%
Estrogen receptor binding	+	0.6494	64.94%
Androgen receptor binding	+	0.6068	60.68%
Thyroid receptor binding	+	0.7464	74.64%
Glucocorticoid receptor binding	+	0.5751	57.51%
Aromatase binding	+	0.7411	74.11%
PPAR gamma	+	0.6328	63.28%
Honey bee toxicity	-	0.8777	87.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.61%	91.11%
CHEMBL233	P35372	Mu opioid receptor	83.52%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.42%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.42%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.13%	91.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%

Plants that contains it

• Solidago altissima

Cross-Links

• PubChem: 101285195
• LOTUS: LTS0110676
• wikiData: Q105129145