4-(hydroxymethyl)-4,5-dimethyl-6-[3,6,8-trimethyl-7-oxo-2-(2-oxopropyl)-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]hexa-2,5-dienoic acid

Details

• Internal ID: 57051b6f-e0ef-4ec5-9ba2-91f60dd3a327
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(hydroxymethyl)-4,5-dimethyl-6-[3,6,8-trimethyl-7-oxo-2-(2-oxopropyl)-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]hexa-2,5-dienoic acid
• SMILES (Canonical): CC1CC2=CC(=C(C(C2C(C1=O)C)C=C(C)C(C)(CO)C=CC(=O)O)CC(=O)C)C
• SMILES (Isomeric): CC1CC2=CC(=C(C(C2C(C1=O)C)C=C(C)C(C)(CO)C=CC(=O)O)CC(=O)C)C
• InChI: InChI=1S/C25H34O5/c1-14-9-19-10-15(2)24(30)18(5)23(19)21(20(14)12-17(4)27)11-16(3)25(6,13-26)8-7-22(28)29/h7-9,11,15,18,21,23,26H,10,12-13H2,1-6H3,(H,28,29)
• InChI Key: CHUCWMVYHNBUQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₅
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.24062418 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5881	58.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7904	79.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.8865	88.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9359	93.59%
P-glycoprotein inhibitior	+	0.5765	57.65%
P-glycoprotein substrate	+	0.5469	54.69%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9068	90.68%
CYP3A4 inhibition	-	0.7684	76.84%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.9245	92.45%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	-	0.7769	77.69%
CYP2C8 inhibition	-	0.6869	68.69%
CYP inhibitory promiscuity	-	0.8355	83.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8739	87.39%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.5703	57.03%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4541	45.41%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6973	69.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7916	79.16%
Acute Oral Toxicity (c)	III	0.7859	78.59%
Estrogen receptor binding	+	0.7129	71.29%
Androgen receptor binding	+	0.6362	63.62%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	+	0.8357	83.57%
Aromatase binding	+	0.6228	62.28%
PPAR gamma	+	0.5457	54.57%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74368998
• LOTUS: LTS0124494
• wikiData: Q104959300