(3S,3'S,5R,5'R,6R,8'R)-5,5',6,8'-Tetrahydro-6,7-didehydro-5',8'-epoxy-beta,beta-carotene-3,3',5-triol

Details

• Internal ID: 03e71656-3d04-4fb4-96e1-2fcb751a70f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C1C=C2C(CC(CC2(O1)C)O)(C)C)C=CC=C(C)C=C=C3C(CC(CC3(C)O)O)(C)C
• SMILES (Isomeric): C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\[C@H]1C=C2[C@](O1)(C[C@H](CC2(C)C)O)C)/C=C/C=C(\C)/C=C=C3[C@](C[C@H](CC3(C)C)O)(C)O
• InChI: InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-35-37(5,6)24-32(41)26-39(35,9)43)15-11-12-16-29(2)19-14-20-31(4)34-23-36-38(7,8)25-33(42)27-40(36,10)44-34/h11-21,23,32-34,41-43H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t22?,32-,33-,34+,39+,40+/m0/s1
• InChI Key: ZVKXPPXCNUMUOR-VXUVUQTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₄
• Molecular Weight: 600.90 g/mol
• Exact Mass: 600.41786026 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 8.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• (3S,3'S,5R,5'R,6R,8'R)-5,5',6,8'-Tetrahydro-6,7-didehydro-5',8'-epoxy-beta,beta-carotene-3,3',5-triol
• 59491-56-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.8376	83.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4321	43.21%
OATP2B1 inhibitior	+	0.5744	57.44%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.7620	76.20%
P-glycoprotein substrate	+	0.5383	53.83%
CYP3A4 substrate	+	0.6620	66.20%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.7840	78.40%
CYP3A4 inhibition	-	0.8059	80.59%
CYP2C9 inhibition	-	0.7990	79.90%
CYP2C19 inhibition	-	0.8033	80.33%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	-	0.7650	76.50%
CYP2C8 inhibition	+	0.5094	50.94%
CYP inhibitory promiscuity	+	0.5554	55.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3738	37.38%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5926	59.26%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6421	64.21%
skin sensitisation	-	0.6954	69.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	I	0.5629	56.29%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	+	0.7033	70.33%
Thyroid receptor binding	+	0.7095	70.95%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.5765	57.65%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9353	93.53%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.10%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.51%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.79%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.60%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.24%	92.94%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.08%	91.67%

Plants that contains it

• Agnorhiza bolanderi
• Anaxagorea crassipetala
• Araujia sericifera
• Arnica nevadensis
• Artemisia gmelinii
• Beyeria sulcata var. brevipes
• Bursaria spinosa
• Chloranthus tianmushanensis
• Chromolaena odorata
• Chromolaena pulchella
• Citrus × aurantium
• Craibia grandiflora
• Dendrosenecio kilimanjari
• Dipterocarpus alatus
• Drosera peltata
• Echinops amplexicaulis
• Ficus formosana
• Gardenia fosbergii
• Ilex affinis
• Isodon umbrosus
• Kaempferia pulchra
• Litogyne gariepina
• Odixia angusta
• Prosopis glandulosa
• Prunus laurocerasus
• Psidium guajava
• Pteris plumieri
• Quercus cerris
• Salvia officinalis
• Senecio squalidus
• Seriphidium cinum
• Sesbania punicea
• Simira eliezeriana
• Sorbus pallescens
• Stenostomum lucidum
• Taxodium huegelii
• Vitex madiensis

Cross-Links

• PubChem: 14034169
• NPASS: NPC224517
• LOTUS: LTS0076274
• wikiData: Q105384375