(1R,9R,17S)-8,16-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10(15),11,13-hexaene-4,5,13,17-tetrol

Details

• Internal ID: 53c8166d-4928-4066-887f-9f2b18bad91c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Leucoanthocyanidins
• IUPAC Name: (1R,9R,17S)-8,16-dioxatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10(15),11,13-hexaene-4,5,13,17-tetrol
• SMILES (Canonical): C1=CC2=C(C=C1O)OC3C(C2OC4=CC(=C(C=C34)O)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)O[C@H]3[C@H]([C@@H]2OC4=CC(=C(C=C34)O)O)O
• InChI: InChI=1S/C15H12O6/c16-6-1-2-7-11(3-6)20-15-8-4-9(17)10(18)5-12(8)21-14(7)13(15)19/h1-5,13-19H/t13-,14+,15+/m0/s1
• InChI Key: NREPOMIEDIKIAZ-RRFJBIMHSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9006	90.06%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6467	64.67%
OATP2B1 inhibitior	-	0.5838	58.38%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9935	99.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8161	81.61%
P-glycoprotein inhibitior	-	0.8271	82.71%
P-glycoprotein substrate	-	0.8897	88.97%
CYP3A4 substrate	-	0.5804	58.04%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.4101	41.01%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.5059	50.59%
CYP2C19 inhibition	-	0.6583	65.83%
CYP2D6 inhibition	-	0.8454	84.54%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.5057	50.57%
CYP inhibitory promiscuity	-	0.6643	66.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9834	98.34%
Eye irritation	+	0.9629	96.29%
Skin irritation	+	0.6190	61.90%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7055	70.55%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.6605	66.05%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6693	66.93%
Acute Oral Toxicity (c)	II	0.5578	55.78%
Estrogen receptor binding	-	0.5452	54.52%
Androgen receptor binding	-	0.5283	52.83%
Thyroid receptor binding	+	0.7872	78.72%
Glucocorticoid receptor binding	+	0.6473	64.73%
Aromatase binding	+	0.6911	69.11%
PPAR gamma	+	0.7346	73.46%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8500	85.00%

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	97.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.69%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.79%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.82%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.22%	98.75%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	82.15%	96.42%
CHEMBL3194	P02766	Transthyretin	81.35%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%

Plants that contains it

• Peltophorum africanum

Cross-Links

• PubChem: 162985802
• LOTUS: LTS0119245
• wikiData: Q105184462