(3S,4R,5S,6S)-2-[(3S,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-2-hydroxy-25-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-6,8,10,12,14,16,18,20,22,24-decaen-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 37106904-d2eb-48e2-ad0f-8b24befe4725
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (3S,4R,5S,6S)-2-[(3S,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E)-2-hydroxy-25-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-2,6,10,14,19,23-hexamethylpentacosa-6,8,10,12,14,16,18,20,22,24-decaen-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC(CCC(=CC=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C)C)C(C)(C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H](C(O1)O[C@@H](CC/C(=C/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C[C@H](CC2(C)C)O)C)/C)/C)/C)C(C)(C)O)O)O)O
• InChI: InChI=1S/C46H68O7/c1-31(17-12-13-18-32(2)20-15-23-34(4)25-27-39-36(6)29-38(47)30-45(39,8)9)19-14-21-33(3)22-16-24-35(5)26-28-40(46(10,11)51)53-44-43(50)42(49)41(48)37(7)52-44/h12-25,27,37-38,40-44,47-51H,26,28-30H2,1-11H3/b13-12+,19-14+,20-15+,22-16+,27-25+,31-17+,32-18+,33-21+,34-23+,35-24+/t37-,38+,40-,41+,42+,43-,44?/m0/s1
• InChI Key: JWQCETJJOVMVED-QFDQEAMISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₈O₇
• Molecular Weight: 733.00 g/mol
• Exact Mass: 732.49650450 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 8.76
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6924	69.24%
Caco-2	-	0.8484	84.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7243	72.43%
OATP2B1 inhibitior	+	0.8523	85.23%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.8661	86.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9902	99.02%
P-glycoprotein inhibitior	+	0.7700	77.00%
P-glycoprotein substrate	+	0.5801	58.01%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.7994	79.94%
CYP2C19 inhibition	-	0.7355	73.55%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.9100	91.00%
CYP2C8 inhibition	+	0.5765	57.65%
CYP inhibitory promiscuity	-	0.8923	89.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.6170	61.70%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8753	87.53%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6358	63.58%
skin sensitisation	-	0.7519	75.19%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5619	56.19%
Acute Oral Toxicity (c)	III	0.5347	53.47%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	+	0.6628	66.28%
Thyroid receptor binding	+	0.6645	66.45%
Glucocorticoid receptor binding	+	0.7444	74.44%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.7167	71.67%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9212	92.12%

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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.96%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.87%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.89%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.67%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.49%	96.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	84.30%	91.67%
CHEMBL1870	P28702	Retinoid X receptor beta	84.26%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.89%	99.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.46%	97.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.39%	97.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.01%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.71%	97.36%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	81.80%	93.85%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.23%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%
CHEMBL2004	P48443	Retinoid X receptor gamma	80.97%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.61%	96.47%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.46%	92.50%

Plants that contains it

• Ambrosia confertiflora
• Artemisia ludoviciana
• Schistostephium heptalobum
• Tanacetum parthenium
• Tanacetum praeteritum

Cross-Links

• PubChem: 139585140
• LOTUS: LTS0264737
• wikiData: Q105188861