Tetrahydrobisdemethoxydiferuloylmethane

Details

• Internal ID: 1c9cb342-f07f-4329-9932-8311780973f2
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 1,7-bis(4-hydroxyphenyl)heptane-3,5-dione
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)CC(=O)CCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)CC(=O)CCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C19H20O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-4,7-10,20-21H,5-6,11-13H2
• InChI Key: KTRRXJQAOOYSDA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• Tetrahydrobisdemethoxycurcumin
• LETESTUIANIN C
• 113482-94-3
• Bisdemethoxytetrahydrocurcumin
• 3,5-Heptanedione, 1,7-bis(4-hydroxyphenyl)-
• UNII-973IBV8W7I
• 973IBV8W7I
• 1,7-Bis(4-hydroxyphenyl)-heptane-3,5-dione
• 1,7-bis(4-hydroxyphenyl)heptan-3,5-dione
• 1,7-bis(4-hydroxyphenyl)heptane-3,5-dione
• AS-KTC-006
• CHEMBL443146
• SCHEMBL4410123
• DTXSID60150419
• BDBM50433754
• TETRAHYDROBISDEMETHOXYDIFERULOYLMETHANE [INCI]
• Q27271959

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9713	97.13%
Caco-2	-	0.7432	74.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.9257	92.57%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8300	83.00%
P-glycoprotein inhibitior	-	0.7081	70.81%
P-glycoprotein substrate	-	0.8614	86.14%
CYP3A4 substrate	-	0.6645	66.45%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.6766	67.66%
CYP3A4 inhibition	+	0.5990	59.90%
CYP2C9 inhibition	+	0.5687	56.87%
CYP2C19 inhibition	-	0.5150	51.50%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.7133	71.33%
CYP2C8 inhibition	-	0.6004	60.04%
CYP inhibitory promiscuity	-	0.8082	80.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7577	75.77%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.6367	63.67%
Skin irritation	-	0.7514	75.14%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5138	51.38%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9470	94.70%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.7145	71.45%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.6773	67.73%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.6941	69.41%
Aromatase binding	+	0.6846	68.46%
PPAR gamma	+	0.7612	76.12%
Honey bee toxicity	-	0.9146	91.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9728	97.28%

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	92.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.36%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.75%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.87%	85.00%

Plants that contains it

• Aframomum letestuanum
• Curcuma longa

Cross-Links

• PubChem: 9796792
• NPASS: NPC188677
• ChEMBL: CHEMBL443146
• LOTUS: LTS0203040
• wikiData: Q27271959