Isofucoxanthinol

Details

• Internal ID: be6b81be-37a7-4590-ac03-30832886df24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (1E,3E,5E,7E,9E,11E,13E,15E)-1,18-bis[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-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)21-22-35-37(5,6)24-32(41)26-39(35,9)44)15-11-12-16-29(2)19-14-20-31(4)34(43)23-36-38(7,8)25-33(42)27-40(36,10)45/h11-21,23,32-33,41-42,44-45H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+,36-23+/t22?,32-,33-,39+,40+/m0/s1
• InChI Key: MMJDJIJUPVPKSW-NYHICDMRSA-N
• Popularity: 3 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): 98.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.88
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• 7176-05-8
• RefChem:149347
• (3S,5R,3'S,5'R,6'R)-3,5,3',5'-Tetrahydroxy-6',7'-didehydro-5,8,5',6'-tetrahydro-beta,beta-caroten-8-one
• SCHEMBL30465824
• DTXSID301346462

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.8338	83.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	+	0.7184	71.84%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9896	98.96%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	-	0.6013	60.13%
CYP3A4 substrate	+	0.6612	66.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.7875	78.75%
CYP2C9 inhibition	-	0.7168	71.68%
CYP2C19 inhibition	-	0.5069	50.69%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8975	89.75%
CYP2C8 inhibition	-	0.6556	65.56%
CYP inhibitory promiscuity	-	0.7347	73.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6282	62.82%
skin sensitisation	+	0.5536	55.36%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6215	62.15%
Acute Oral Toxicity (c)	I	0.3880	38.80%
Estrogen receptor binding	+	0.8033	80.33%
Androgen receptor binding	+	0.7091	70.91%
Thyroid receptor binding	+	0.6955	69.55%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.5806	58.06%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.7222	72.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	97.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.67%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.50%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.15%	91.67%
CHEMBL1870	P28702	Retinoid X receptor beta	80.93%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134749967
• LOTUS: LTS0259773
• wikiData: Q105167786