Methyl (9Z)-6'-oxo-6,5'-diapo-6-carotenoate

Details

• Internal ID: f9df7354-a6e3-4128-8075-ea6039164f17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: methyl (2E,4Z,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethyl-20-oxohenicosa-2,4,6,8,10,12,14,16,18-nonaenoate
• InChI: InChI=1S/C26H32O3/c1-21(13-9-15-23(3)17-19-25(5)27)11-7-8-12-22(2)14-10-16-24(4)18-20-26(28)29-6/h7-20H,1-6H3/b8-7+,13-9+,14-10+,19-17+,20-18+,21-11+,22-12+,23-15+,24-16-
• InChI Key: QJUIMMSGBIDDCA-XXTRIWPXSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₃
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.23514488 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.31
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• Methyl (9Z)-6'-oxo-6,5'-diapo-6-carotenoate
• Methyl (9Z)-6'-oxo-6,5'-diapocaroten-6-oate
• 201996-49-8
• Methyl (2E,4Z,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethyl-20-oxo-2,4,6,8,10,12,14,16,18-heneicosanonaenoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.5794	57.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9905	99.05%
P-glycoprotein inhibitior	+	0.7884	78.84%
P-glycoprotein substrate	-	0.9369	93.69%
CYP3A4 substrate	-	0.5149	51.49%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.9256	92.56%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9174	91.74%
CYP2C8 inhibition	-	0.9341	93.41%
CYP inhibitory promiscuity	-	0.7878	78.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6271	62.71%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	+	0.7039	70.39%
Eye irritation	-	0.7902	79.02%
Skin irritation	+	0.5824	58.24%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9343	93.43%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5781	57.81%
skin sensitisation	+	0.8825	88.25%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.8158	81.58%
Acute Oral Toxicity (c)	III	0.7429	74.29%
Estrogen receptor binding	+	0.8960	89.60%
Androgen receptor binding	-	0.5208	52.08%
Thyroid receptor binding	+	0.6844	68.44%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.6744	67.44%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7664	76.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.24%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.93%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.75%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.34%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.29%	95.50%

Plants that contains it

• Bixa orellana

Cross-Links

• PubChem: 131751235
• LOTUS: LTS0164507
• wikiData: Q76856685