(4R,6S,7R)-1-(furan-3-yl)-6,7-dihydroxy-4,8-dimethylnonan-1-one

Details

• Internal ID: b90ad851-03da-44d7-b2cd-b55e4433d9e4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4R,6S,7R)-1-(furan-3-yl)-6,7-dihydroxy-4,8-dimethylnonan-1-one
• SMILES (Canonical): CC(C)C(C(CC(C)CCC(=O)C1=COC=C1)O)O
• SMILES (Isomeric): C[C@H](CCC(=O)C1=COC=C1)C[C@@H]([C@@H](C(C)C)O)O
• InChI: InChI=1S/C15H24O4/c1-10(2)15(18)14(17)8-11(3)4-5-13(16)12-6-7-19-9-12/h6-7,9-11,14-15,17-18H,4-5,8H2,1-3H3/t11-,14+,15-/m1/s1
• InChI Key: PRLJTIPWGNRUNG-BYCMXARLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9317	93.17%
Caco-2	+	0.7159	71.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.7941	79.41%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6662	66.62%
P-glycoprotein inhibitior	-	0.9051	90.51%
P-glycoprotein substrate	-	0.7683	76.83%
CYP3A4 substrate	-	0.5627	56.27%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7830	78.30%
CYP3A4 inhibition	-	0.6562	65.62%
CYP2C9 inhibition	-	0.7220	72.20%
CYP2C19 inhibition	-	0.6959	69.59%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	-	0.9012	90.12%
CYP inhibitory promiscuity	-	0.9055	90.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9631	96.31%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.6614	66.14%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6454	64.54%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.7410	74.10%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6089	60.89%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	-	0.7923	79.23%
Androgen receptor binding	-	0.7624	76.24%
Thyroid receptor binding	-	0.5782	57.82%
Glucocorticoid receptor binding	-	0.7333	73.33%
Aromatase binding	-	0.8277	82.77%
PPAR gamma	-	0.7514	75.14%
Honey bee toxicity	-	0.9591	95.91%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8238	82.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.89%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.08%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	89.18%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.46%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.23%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.00%	83.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.28%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.22%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.16%	95.56%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 162847544
• LOTUS: LTS0050079
• wikiData: Q105213801