Grandinal

Details

• Internal ID: 0a953c40-b3ea-4769-95d5-87ef0c485e0e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans
• IUPAC Name: 5-[(2R,3S)-8-formyl-5,7-dihydroxy-6-(3-methylbutanoyl)-3-propan-2-yl-3,4-dihydro-2H-chromen-2-yl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
• SMILES (Canonical): CC(C)CC(=O)C1=C(C(=C2C(=C1O)CC(C(O2)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)C)C=O)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C(C(=C2C(=C1O)C[C@H]([C@@H](O2)C3=C(C(=C(C(=C3O)C=O)O)C=O)O)C(C)C)C=O)O
• InChI: InChI=1S/C26H28O10/c1-10(2)5-17(30)18-21(32)13-6-12(11(3)4)26(36-25(13)16(9-29)24(18)35)19-22(33)14(7-27)20(31)15(8-28)23(19)34/h7-12,26,31-35H,5-6H2,1-4H3/t12-,26+/m0/s1
• InChI Key: XMFVAROFHCTEDT-GWQKEKGPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₀
• Molecular Weight: 500.50 g/mol
• Exact Mass: 500.16824709 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9520	95.20%
Caco-2	-	0.8060	80.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	0.5696	56.96%
OATP1B1 inhibitior	+	0.7941	79.41%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6087	60.87%
P-glycoprotein inhibitior	-	0.5176	51.76%
P-glycoprotein substrate	-	0.6025	60.25%
CYP3A4 substrate	+	0.5680	56.80%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.6807	68.07%
CYP2C9 inhibition	+	0.5282	52.82%
CYP2C19 inhibition	-	0.6171	61.71%
CYP2D6 inhibition	-	0.8080	80.80%
CYP1A2 inhibition	+	0.7256	72.56%
CYP2C8 inhibition	-	0.7302	73.02%
CYP inhibitory promiscuity	-	0.5934	59.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7127	71.27%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.7495	74.95%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5882	58.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4168	41.68%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5768	57.68%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	+	0.7855	78.55%
Aromatase binding	+	0.6913	69.13%
PPAR gamma	+	0.5613	56.13%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.69%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.08%	98.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.47%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	87.80%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.16%	98.75%

Plants that contains it

• Eucalyptus grandis

Cross-Links

• PubChem: 11214199
• LOTUS: LTS0235507
• wikiData: Q105330737