(2R)-2-[(1R,3Z,7Z,11E)-4-(hydroxymethyl)-8,12-dimethylcyclotetradeca-3,7,11-trien-1-yl]-6-methylhept-5-en-2-ol

Details

• Internal ID: d49af0fe-6b41-4648-adeb-afe7e53f86be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2R)-2-[(1R,3Z,7Z,11E)-4-(hydroxymethyl)-8,12-dimethylcyclotetradeca-3,7,11-trien-1-yl]-6-methylhept-5-en-2-ol
• SMILES (Canonical): CC1=CCCC(=CCC(CCC(=CCC1)C)C(C)(CCC=C(C)C)O)CO
• SMILES (Isomeric): C/C/1=C/CC/C(=C/C[C@@H](CC/C(=C/CC1)/C)[C@@](C)(CCC=C(C)C)O)/CO
• InChI: InChI=1S/C25H42O2/c1-20(2)9-8-18-25(5,27)24-16-14-22(4)11-6-10-21(3)12-7-13-23(19-26)15-17-24/h9,11-12,15,24,26-27H,6-8,10,13-14,16-19H2,1-5H3/b21-12-,22-11+,23-15-/t24-,25-/m1/s1
• InChI Key: PHHSGMBMOUQBFV-WJYLLEABSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₂
• Molecular Weight: 374.60 g/mol
• Exact Mass: 374.318480578 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.66
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.6352	63.52%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4585	45.85%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7343	73.43%
BSEP inhibitior	+	0.7714	77.14%
P-glycoprotein inhibitior	-	0.5391	53.91%
P-glycoprotein substrate	-	0.7637	76.37%
CYP3A4 substrate	+	0.5532	55.32%
CYP2C9 substrate	-	0.7836	78.36%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	-	0.6747	67.47%
CYP2C9 inhibition	-	0.7884	78.84%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	-	0.5723	57.23%
CYP inhibitory promiscuity	-	0.7079	70.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9336	93.36%
Eye irritation	-	0.8694	86.94%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4185	41.85%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	+	0.7348	73.48%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5994	59.94%
Acute Oral Toxicity (c)	III	0.8013	80.13%
Estrogen receptor binding	+	0.6448	64.48%
Androgen receptor binding	-	0.7424	74.24%
Thyroid receptor binding	+	0.7118	71.18%
Glucocorticoid receptor binding	+	0.5981	59.81%
Aromatase binding	+	0.5279	52.79%
PPAR gamma	+	0.7735	77.35%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8207	82.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.01%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.63%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.53%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.41%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.17%	93.56%
CHEMBL1977	P11473	Vitamin D receptor	80.25%	99.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163082353
• LOTUS: LTS0239570
• wikiData: Q105208963