Crocetin dialdehyde

Details

• Internal ID: 66bfe3de-5221-43c4-8e5f-3df7ffbb08cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedial
• SMILES (Canonical): CC(=CC=CC=C(C)C=CC=C(C)C=O)C=CC=C(C)C=O
• SMILES (Isomeric): C/C(=C\C=C\C=C(\C=C\C=C(\C=O)/C)/C)/C=C/C=C(/C=O)\C
• InChI: InChI=1S/C20H24O2/c1-17(11-7-13-19(3)15-21)9-5-6-10-18(2)12-8-14-20(4)16-22/h5-16H,1-4H3/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14+
• InChI Key: YHCIKUXPWFLCFN-QHUUTLAPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedial
• 8,8'-Diapocarotene-8,8'-dial
• Crocetindial/ Crocetin dialdehyde
• 502-70-5
• Crocetindial
• SCHEMBL2616645
• CHEBI:53166
• 8',8-diapocarotene-8',8-dial
• LMPR0104010021
• Crocetin dialdehyde, analytical standard
• C19730
• Q27123994
• 2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-septene-1,16-dial

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.8828	88.28%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9304	93.04%
P-glycoprotein inhibitior	-	0.6683	66.83%
P-glycoprotein substrate	-	0.9730	97.30%
CYP3A4 substrate	-	0.6305	63.05%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.9153	91.53%
CYP2C8 inhibition	-	0.9887	98.87%
CYP inhibitory promiscuity	-	0.8155	81.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6840	68.40%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	+	0.9726	97.26%
Eye irritation	+	0.8827	88.27%
Skin irritation	+	0.8828	88.28%
Skin corrosion	+	0.9458	94.58%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7945	79.45%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5897	58.97%
skin sensitisation	+	0.9519	95.19%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.8177	81.77%
Acute Oral Toxicity (c)	III	0.7336	73.36%
Estrogen receptor binding	+	0.9519	95.19%
Androgen receptor binding	-	0.9189	91.89%
Thyroid receptor binding	+	0.6174	61.74%
Glucocorticoid receptor binding	-	0.6196	61.96%
Aromatase binding	+	0.7619	76.19%
PPAR gamma	+	0.7044	70.44%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7323	73.23%

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	86.23%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.40%	96.09%

Plants that contains it

• Plectranthus barbatus

Cross-Links

• PubChem: 11109238
• LOTUS: LTS0065061
• wikiData: Q27123994