Alloxanthin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	918bf109-6349-4310-b563-968a07f121d7
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name	(1R)-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diynyl]-3,5,5-trimethylcyclohex-3-en-1-ol
SMILES (Canonical)	CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C#CC2=C(CC(CC2(C)C)O)C)C)C
SMILES (Isomeric)	CC1=C(C(C[C@@H](C1)O)(C)C)C#C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C#CC2=C(C[C@H](CC2(C)C)O)C)\C)\C)/C)/C
InChI	InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-20,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1
InChI Key	DVICWXUADSCSLL-DDEWRDOISA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₀H₅₂O₂
Molecular Weight	564.80 g/mol
Exact Mass	564.396730897 g/mol
Topological Polar Surface Area (TPSA)	40.50 Å²
XlogP	10.40
Atomic LogP (AlogP)	9.44
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	6

Synonyms

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28380-31-6

UNII-G15L7OO8SQ

G15L7OO8SQ

(1R)-4-[(3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15-heptaen-1,17-diynyl]-3,5,5-trimethylcyclohex-3-en-1-ol

7,7',8,8'-Tetrahydro-beta,beta-carotene-3,3'-diolbeta,beta-carotene-3,3'-diol, 7,7',8,8'-tetradehydro-, (3R,3'R)-

Cryptomonaxanthin

Alloxanthin/ Tetradehydrozeaxanthin / (Cynthiaxanthin)/ (Pectenoxanthin)

(1~{R})-3,5,5-trimethyl-4-[(3~{E},5~{E},7~{E},9~{E},11~{E},13~{E},15~{E})-3,7,12,16-tetramethyl-18-[(4~{R})-2,6,6-trimethyl-4-oxidanyl-cyclohexen-1-yl]octadeca-3,5,7,9,11,13,15-heptaen-1,17-diynyl]cyclohex-3-en-1-ol

Cynthiaxanthin

(1R)-4-((3E,5E,7E,9E,11E,13E,15E)-18-((4R)-4-HYDROXY-2,6,6-TRIMETHYLCYCLOHEXEN-1-YL)-3,7,12,16-TETRAMETHYLOCTADECA-3,5,7,9,11,13,15-HEPTAEN-1,17-DIYNYL)-3,5,5-TRIMETHYLCYCLOHEX-3-EN-1-OL

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.8268	82.68%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6124	61.24%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9924	99.24%
P-glycoprotein inhibitior	+	0.7889	78.89%
P-glycoprotein substrate	-	0.7068	70.68%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.7854	78.54%
CYP3A4 inhibition	-	0.8035	80.35%
CYP2C9 inhibition	-	0.7214	72.14%
CYP2C19 inhibition	+	0.6944	69.44%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.8862	88.62%
CYP2C8 inhibition	-	0.7704	77.04%
CYP inhibitory promiscuity	-	0.5181	51.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7048	70.48%
Carcinogenicity (trinary)	Non-required	0.5667	56.67%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7239	72.39%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8305	83.05%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7031	70.31%
skin sensitisation	+	0.8373	83.73%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4614	46.14%
Acute Oral Toxicity (c)	III	0.7389	73.89%
Estrogen receptor binding	+	0.8044	80.44%
Androgen receptor binding	+	0.7020	70.20%
Thyroid receptor binding	+	0.6945	69.45%
Glucocorticoid receptor binding	+	0.7741	77.41%
Aromatase binding	+	0.5957	59.57%
PPAR gamma	+	0.7481	74.81%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9422	94.22%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	94.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.03%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	88.61%	92.97%
CHEMBL221	P23219	Cyclooxygenase-1	86.62%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	85.12%	97.79%
CHEMBL1870	P28702	Retinoid X receptor beta	84.75%	95.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.44%	90.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.29%	97.47%
CHEMBL2004	P48443	Retinoid X receptor gamma	83.93%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.75%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Alstroemeria revoluta

Astragalus tragacantha

Baphia nitida

Chamaecyparis lawsoniana

Corynanthe mayumbensis

Crataegus viridis var. ovata

Crinum erubescens

Cylindrolobus foetidus