(2E,4E,6Z,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal

Details

• Internal ID: a8533d07-9f0c-4f98-b0a6-2f98fc451437
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2E,4E,6Z,8E,10E,12E)-13-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,7,11-trimethyltrideca-2,4,6,8,10,12-hexaenal
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=O)C)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C\C=C\C=C(/C)\C=O)/C)/C
• InChI: InChI=1S/C25H34O2/c1-19(10-7-8-11-21(3)18-26)12-9-13-20(2)14-15-24-22(4)16-23(27)17-25(24,5)6/h7-15,18,23,27H,16-17H2,1-6H3/b8-7+,12-9+,15-14+,19-10-,20-13+,21-11+/t23-/m1/s1
• InChI Key: PAUIQDPAEDELMC-CKBMHYDUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₂
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7305	73.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.7880	78.80%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	-	0.4496	44.96%
P-glycoprotein substrate	-	0.7493	74.93%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	-	0.8068	80.68%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7057	70.57%
Carcinogenicity (trinary)	Non-required	0.5606	56.06%
Eye corrosion	-	0.9431	94.31%
Eye irritation	-	0.9098	90.98%
Skin irritation	+	0.6254	62.54%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9319	93.19%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	+	0.9201	92.01%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.8208	82.08%
Acute Oral Toxicity (c)	III	0.8385	83.85%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	-	0.5983	59.83%
Thyroid receptor binding	+	0.7646	76.46%
Glucocorticoid receptor binding	-	0.4633	46.33%
Aromatase binding	+	0.7485	74.85%
PPAR gamma	+	0.8344	83.44%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8802	88.02%

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	94.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL1870	P28702	Retinoid X receptor beta	86.39%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL2004	P48443	Retinoid X receptor gamma	83.73%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 162911347
• LOTUS: LTS0260330
• wikiData: Q105204818