Cyanomaclurin

Details

• Internal ID: eaa66b85-195e-482b-b991-dfe6c6ce1553
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
• IUPAC Name: (1S,9R)-8,16-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10(15),11,13-hexaene-3,5,13,17-tetrol
• SMILES (Canonical): C1=CC2=C(C=C1O)OC3C(C2OC4=CC(=CC(=C34)O)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)O[C@@H]3C([C@@H]2OC4=CC(=CC(=C34)O)O)O
• InChI: InChI=1S/C15H12O6/c16-6-1-2-8-10(4-6)20-15-12-9(18)3-7(17)5-11(12)21-14(8)13(15)19/h1-5,13-19H/t13?,14-,15+/m1/s1
• InChI Key: WOXYXFWUFXHROX-DMJDIKPUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• LMPK12020155

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9042	90.42%
Caco-2	-	0.8924	89.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4979	49.79%
OATP2B1 inhibitior	-	0.5832	58.32%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8197	81.97%
P-glycoprotein inhibitior	-	0.8633	86.33%
P-glycoprotein substrate	-	0.8883	88.83%
CYP3A4 substrate	-	0.5367	53.67%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.4610	46.10%
CYP3A4 inhibition	+	0.5382	53.82%
CYP2C9 inhibition	+	0.6047	60.47%
CYP2C19 inhibition	+	0.5703	57.03%
CYP2D6 inhibition	-	0.7678	76.78%
CYP1A2 inhibition	+	0.9073	90.73%
CYP2C8 inhibition	+	0.6256	62.56%
CYP inhibitory promiscuity	+	0.5975	59.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8981	89.81%
Skin irritation	+	0.5967	59.67%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7397	73.97%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6902	69.02%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6205	62.05%
Acute Oral Toxicity (c)	III	0.4656	46.56%
Estrogen receptor binding	-	0.6485	64.85%
Androgen receptor binding	+	0.5630	56.30%
Thyroid receptor binding	+	0.7388	73.88%
Glucocorticoid receptor binding	+	0.5668	56.68%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6744	67.44%

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	97.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.88%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.72%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.49%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.79%	95.56%
CHEMBL3194	P02766	Transthyretin	84.16%	90.71%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.28%	96.42%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.93%	96.12%
CHEMBL4040	P28482	MAP kinase ERK2	82.58%	83.82%
CHEMBL2535	P11166	Glucose transporter	80.24%	98.75%

Plants that contains it

• Artocarpus heterophyllus
• Artocarpus integer

Cross-Links

• PubChem: 44257130
• LOTUS: LTS0006879
• wikiData: Q104401670