Apo-12'-fucoxanthinal

Details

• Internal ID: 83e715cc-4d59-44e0-b21f-23bea159932c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E)-13-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-2,7,11-trimethyl-12-oxotrideca-2,4,6,8,10-pentaenal
• SMILES (Canonical): CC(=CC=CC=C(C)C=O)C=CC=C(C)C(=O)CC12C(CC(CC1(O2)C)O)(C)C
• SMILES (Isomeric): C/C(=C\C=C\C=C(/C)\C=O)/C=C/C=C(\C)/C(=O)C[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C
• InChI: InChI=1S/C25H34O4/c1-18(10-7-8-11-19(2)17-26)12-9-13-20(3)22(28)16-25-23(4,5)14-21(27)15-24(25,6)29-25/h7-13,17,21,27H,14-16H2,1-6H3/b8-7+,12-9+,18-10+,19-11+,20-13+/t21-,24+,25-/m0/s1
• InChI Key: MFXMPUIXRGTKOU-XTGOMCJVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• DTXSID901020125
• 22488-61-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.5095	50.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9912	99.12%
P-glycoprotein inhibitior	-	0.4431	44.31%
P-glycoprotein substrate	-	0.6768	67.68%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.8392	83.92%
CYP2C19 inhibition	-	0.8124	81.24%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	-	0.7957	79.57%
CYP inhibitory promiscuity	-	0.9625	96.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7913	79.13%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.5431	54.31%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.5377	53.77%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5836	58.36%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5567	55.67%
Acute Oral Toxicity (c)	III	0.4292	42.92%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.5667	56.67%
Thyroid receptor binding	+	0.7129	71.29%
Glucocorticoid receptor binding	+	0.7140	71.40%
Aromatase binding	+	0.8456	84.56%
PPAR gamma	+	0.7939	79.39%
Honey bee toxicity	-	0.8160	81.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

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	96.95%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.11%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.96%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21774687
• LOTUS: LTS0070353
• wikiData: Q105163074