beta-Carotene-5,6,5'6'-diepoxide

Details

• Internal ID: 0742d61c-12a2-499d-864f-75b6a921ca86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (1S,6R)-2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-7-oxabicyclo[4.1.0]heptane
• InChI: InChI=1S/C40H56O2/c1-31(19-13-21-33(3)23-29-39-35(5,6)25-15-27-37(39,9)41-39)17-11-12-18-32(2)20-14-22-34(4)24-30-40-36(7,8)26-16-28-38(40,10)42-40/h11-14,17-24,29-30H,15-16,25-28H2,1-10H3/b12-11+,19-13+,20-14+,29-23+,30-24+,31-17+,32-18+,33-21+,34-22+/t37-,38-,39+,40+/m1/s1
• InChI Key: JMZDCQZKLCHTFI-HPLZOGFXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₂
• Molecular Weight: 568.90 g/mol
• Exact Mass: 568.42803102 g/mol
• Topological Polar Surface Area (TPSA): 25.10 Ų
• XlogP: 11.70
• Atomic LogP (AlogP): 11.03
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• DTXSID001355228
• Q63409108
• 34222-90-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.7816	78.16%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4058	40.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8022	80.22%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.7841	78.41%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.6807	68.07%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.5356	53.56%
CYP2C8 inhibition	-	0.8988	89.88%
CYP inhibitory promiscuity	-	0.6950	69.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8682	86.82%
Skin irritation	-	0.5293	52.93%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6361	63.61%
Human Ether-a-go-go-Related Gene inhibition	+	0.8014	80.14%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5012	50.12%
skin sensitisation	+	0.6723	67.23%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6131	61.31%
Acute Oral Toxicity (c)	III	0.6921	69.21%
Estrogen receptor binding	+	0.8521	85.21%
Androgen receptor binding	+	0.6799	67.99%
Thyroid receptor binding	+	0.7188	71.88%
Glucocorticoid receptor binding	+	0.6965	69.65%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.7457	74.57%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9315	93.15%

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	93.20%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	90.76%	94.75%
CHEMBL2061	P19793	Retinoid X receptor alpha	88.00%	91.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.95%	96.09%
CHEMBL2004	P48443	Retinoid X receptor gamma	86.88%	100.00%
CHEMBL1870	P28702	Retinoid X receptor beta	85.62%	95.00%
CHEMBL230	P35354	Cyclooxygenase-2	83.89%	89.63%
CHEMBL259	P32245	Melanocortin receptor 4	80.98%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.24%	92.94%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 13963136
• LOTUS: LTS0151936
• wikiData: Q63409108