10-Dehydrogingerdione

Details

• Internal ID: 3f55e1c3-0b49-4f72-b985-378399c64306
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (1E,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradeca-1,3-dien-5-one
• SMILES (Canonical): CCCCCCCCCC(=O)C=C(C=CC1=CC(=C(C=C1)O)OC)O
• SMILES (Isomeric): CCCCCCCCCC(=O)/C=C(/C=C/C1=CC(=C(C=C1)O)OC)\O
• InChI: InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h11-16,23-24H,3-10H2,1-2H3/b13-11+,19-16-
• InChI Key: NILVTWAPVHQVPS-UINJHVQLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

• Dehydro-10-gingerdione
• AKOS040762911
• 99742-04-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.5182	51.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8701	87.01%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.8680	86.80%
P-glycoprotein inhibitior	-	0.6605	66.05%
P-glycoprotein substrate	-	0.7851	78.51%
CYP3A4 substrate	-	0.5325	53.25%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.5975	59.75%
CYP2C9 inhibition	-	0.8074	80.74%
CYP2C19 inhibition	+	0.6863	68.63%
CYP2D6 inhibition	-	0.6826	68.26%
CYP1A2 inhibition	+	0.7564	75.64%
CYP2C8 inhibition	+	0.8845	88.45%
CYP inhibitory promiscuity	-	0.5148	51.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7686	76.86%
Carcinogenicity (trinary)	Non-required	0.7143	71.43%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.6632	66.32%
Skin irritation	-	0.6565	65.65%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8301	83.01%
skin sensitisation	+	0.4801	48.01%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8564	85.64%
Acute Oral Toxicity (c)	III	0.4746	47.46%
Estrogen receptor binding	+	0.8986	89.86%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	+	0.6921	69.21%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.6969	69.69%
PPAR gamma	+	0.8074	80.74%
Honey bee toxicity	-	0.9732	97.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7434	74.34%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.78%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.17%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.46%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.82%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.34%	92.08%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL3194	P02766	Transthyretin	91.21%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.50%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.63%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.63%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.21%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	81.93%	93.31%

Plants that contains it

• Dorstenia gigas
• Zingiber officinale

Cross-Links

• PubChem: 22608831
• NPASS: NPC169600
• LOTUS: LTS0221832
• wikiData: Q104913236