omega-Hydroxyferulenol

Details

• Internal ID: f373bc17-1aa7-458d-9ab3-ce6e7bb8af1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3-[(2E,6E,10E)-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]chromen-2-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C2=CC=CC=C2OC1=O)O)C)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\CC/C(=C/CC1=C(C2=CC=CC=C2OC1=O)O)/C)/CC/C=C(\C)/CO
• InChI: InChI=1S/C24H30O4/c1-17(9-7-11-19(3)16-25)8-6-10-18(2)14-15-21-23(26)20-12-4-5-13-22(20)28-24(21)27/h4-5,8,11-14,25-26H,6-7,9-10,15-16H2,1-3H3/b17-8+,18-14+,19-11+
• InChI Key: PRZMRWJYVMFGKC-QTUSMQKXSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• E-omega-hydroxyferulenol
• CHEMBL486012

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	-	0.6074	60.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8035	80.35%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.6871	68.71%
OATP1B3 inhibitior	+	0.8808	88.08%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9719	97.19%
P-glycoprotein inhibitior	+	0.7659	76.59%
P-glycoprotein substrate	-	0.8450	84.50%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	+	0.6673	66.73%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	+	0.5877	58.77%
CYP2C9 inhibition	-	0.6689	66.89%
CYP2C19 inhibition	+	0.6407	64.07%
CYP2D6 inhibition	-	0.7646	76.46%
CYP1A2 inhibition	+	0.9259	92.59%
CYP2C8 inhibition	-	0.7996	79.96%
CYP inhibitory promiscuity	-	0.5330	53.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7493	74.93%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8888	88.88%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8242	82.42%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8158	81.58%
Acute Oral Toxicity (c)	III	0.4223	42.23%
Estrogen receptor binding	+	0.7856	78.56%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.5664	56.64%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.6902	69.02%
PPAR gamma	+	0.8820	88.20%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.63%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.84%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.74%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.01%	92.08%
CHEMBL1951	P21397	Monoamine oxidase A	86.70%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.21%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 54729712
• LOTUS: LTS0042273
• wikiData: Q104397907