(6S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one

Details

• Internal ID: 7ed37137-49b6-4247-92fb-2723546a9303
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
• IUPAC Name: (6S)-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(4S)-2,6,6-trimethyl-3-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CC(C1=O)OC2C(C(C(C(O2)CO)O)O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC3=C(C(=O)C(CC3(C)C)OC4C(C(C(C(O4)CO)O)O)O)C)C)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1=O)O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C3=C(C(=O)[C@H](CC3(C)C)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)C)\C)\C)/C)/C
• InChI: InChI=1S/C52H72O14/c1-29(17-13-19-31(3)21-23-35-33(5)41(55)37(25-51(35,7)8)63-49-47(61)45(59)43(57)39(27-53)65-49)15-11-12-16-30(2)18-14-20-32(4)22-24-36-34(6)42(56)38(26-52(36,9)10)64-50-48(62)46(60)44(58)40(28-54)66-50/h11-24,37-40,43-50,53-54,57-62H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t37-,38-,39+,40+,43+,44+,45-,46-,47+,48+,49+,50+/m0/s1
• InChI Key: OGSBMKNVQQESGO-NYBDDSGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₂O₁₄
• Molecular Weight: 921.10 g/mol
• Exact Mass: 920.49220697 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7105	71.05%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8382	83.82%
OATP2B1 inhibitior	+	0.5638	56.38%
OATP1B1 inhibitior	+	0.7634	76.34%
OATP1B3 inhibitior	+	0.8841	88.41%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9915	99.15%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	-	0.7963	79.63%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9301	93.01%
CYP2C9 inhibition	-	0.7908	79.08%
CYP2C19 inhibition	-	0.8591	85.91%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.7216	72.16%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6087	60.87%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.7985	79.85%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7937	79.37%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	-	0.8063	80.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8205	82.05%
Acute Oral Toxicity (c)	III	0.7023	70.23%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	+	0.7885	78.85%
Thyroid receptor binding	+	0.6400	64.00%
Glucocorticoid receptor binding	+	0.7655	76.55%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.7814	78.14%
Honey bee toxicity	-	0.7440	74.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8228	82.28%

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	97.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.11%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.67%	89.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.43%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.02%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.07%	95.50%
CHEMBL1870	P28702	Retinoid X receptor beta	83.94%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.31%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.84%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.01%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.36%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%
CHEMBL2004	P48443	Retinoid X receptor gamma	80.11%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.10%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24797000
• LOTUS: LTS0125486
• wikiData: Q105191805