9,9'-Diapo-10,9'-retro-carotene-9,9'-dione

Details

• Internal ID: de460fa2-5ba6-4e98-816f-e24cc6dfd9cb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Enones
• IUPAC Name: (3E,5E,7E,9E,11E,13E)-6,11-dimethylhexadeca-3,5,7,9,11,13-hexaene-2,15-dione
• SMILES (Canonical): CC(=CC=CC(=O)C)C=CC=CC(=CC=CC(=O)C)C
• SMILES (Isomeric): C/C(=C\C=C\C(=O)C)/C=C/C=C/C(=C/C=C/C(=O)C)/C
• InChI: InChI=1S/C18H22O2/c1-15(11-7-13-17(3)19)9-5-6-10-16(2)12-8-14-18(4)20/h5-14H,1-4H3/b9-5+,10-6+,13-7+,14-8+,15-11+,16-12+
• InChI Key: QZHDVYDCBCWFDS-VQWIOURXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₂
• Molecular Weight: 270.40 g/mol
• Exact Mass: 270.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.8599	85.99%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6295	62.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8915	89.15%
P-glycoprotein inhibitior	-	0.8171	81.71%
P-glycoprotein substrate	-	0.9803	98.03%
CYP3A4 substrate	-	0.6264	62.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8774	87.74%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	-	0.8819	88.19%
CYP2C8 inhibition	-	0.9849	98.49%
CYP inhibitory promiscuity	-	0.7287	72.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6430	64.30%
Carcinogenicity (trinary)	Non-required	0.5881	58.81%
Eye corrosion	+	0.9283	92.83%
Eye irritation	+	0.8189	81.89%
Skin irritation	+	0.8833	88.33%
Skin corrosion	+	0.7642	76.42%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3765	37.65%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7022	70.22%
skin sensitisation	+	0.9488	94.88%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.7824	78.24%
Acute Oral Toxicity (c)	III	0.7019	70.19%
Estrogen receptor binding	+	0.9053	90.53%
Androgen receptor binding	-	0.9180	91.80%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	-	0.5667	56.67%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	-	0.5548	55.48%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.4382	43.82%

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	89.23%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.40%	96.09%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 101716227
• LOTUS: LTS0159990
• wikiData: Q105232042