5-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-3-one

Details

• Internal ID: 533cf82d-50a8-44cb-98e1-d03f4b88af33
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 5-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1,7-bis(4-hydroxyphenyl)heptan-3-one
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC(CCC3=CC=C(C=C3)O)CC(=O)CCC4=CC=C(C=C4)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OC(CCC3=CC=C(C=C3)O)CC(=O)CCC4=CC=C(C=C4)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C30H40O13/c31-15-30(39)16-41-29(27(30)38)40-14-23-24(35)25(36)26(37)28(43-23)42-22(12-6-18-3-9-20(33)10-4-18)13-21(34)11-5-17-1-7-19(32)8-2-17/h1-4,7-10,22-29,31-33,35-39H,5-6,11-16H2
• InChI Key: FBJBPTHRQGMFOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₃
• Molecular Weight: 608.60 g/mol
• Exact Mass: 608.24689133 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6696	66.96%
Caco-2	-	0.9068	90.68%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9044	90.44%
P-glycoprotein inhibitior	+	0.6356	63.56%
P-glycoprotein substrate	+	0.5205	52.05%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.8713	87.13%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8264	82.64%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.9100	91.00%
CYP2C8 inhibition	+	0.6291	62.91%
CYP inhibitory promiscuity	-	0.9105	91.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5866	58.66%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.8184	81.84%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7668	76.68%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6521	65.21%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	-	0.4688	46.88%
Aromatase binding	+	0.6076	60.76%
PPAR gamma	+	0.6904	69.04%
Honey bee toxicity	-	0.6857	68.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8176	81.76%

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	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.56%	95.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.77%	94.62%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.14%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.78%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.44%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.27%	85.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.53%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.81%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.40%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL2514	O95665	Neurotensin receptor 2	81.64%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.56%	97.21%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.13%	94.97%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.48%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.03%	86.33%

Plants that contains it

• Alnus firma
• Betula pendula
• Hyoscyamus albus

Cross-Links

• PubChem: 76152897
• LOTUS: LTS0215106
• wikiData: Q105113509