Fucoxanthinol

Details

• Internal ID: f8202510-3649-49e8-82d8-ac967b0e534b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (3E,5E,7E,9E,11E,13E,15E)-18-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one
• InChI: InChI=1S/C40H56O5/c1-28(17-13-18-30(3)21-22-35-36(5,6)23-32(41)25-38(35,9)44)15-11-12-16-29(2)19-14-20-31(4)34(43)27-40-37(7,8)24-33(42)26-39(40,10)45-40/h11-21,32-33,41-42,44H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t22?,32-,33-,38+,39+,40-/m0/s1
• InChI Key: NZEPSBGUXWWWSI-FWFPOGQTSA-N
• Popularity: 65 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₅
• Molecular Weight: 616.90 g/mol
• Exact Mass: 616.41277488 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 8.12
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• 7176-02-5
• 8-oxo-trans-neoxanthin
• SCHEMBL17557876
• Fucoxanthinol, analytical standard
• DTXSID201347243
• LMPR01070055

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.8254	82.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5269	52.69%
OATP2B1 inhibitior	+	0.5755	57.55%
OATP1B1 inhibitior	+	0.8202	82.02%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.7618	76.18%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	-	0.7722	77.22%
CYP2C19 inhibition	-	0.6798	67.98%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.4626	46.26%
CYP inhibitory promiscuity	-	0.8012	80.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.5854	58.54%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6986	69.86%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7426	74.26%
skin sensitisation	-	0.6374	63.74%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5400	54.00%
Acute Oral Toxicity (c)	I	0.4003	40.03%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.7071	70.71%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.6228	62.28%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.8000	80.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	97.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.50%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.81%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11273547
• LOTUS: LTS0173470
• wikiData: Q104389743