(1S,8R,9R)-8-(3,4-dihydroxyphenyl)-12-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene-4,5,8-triol

Details

• Internal ID: 315daa7d-fa87-4877-bae3-e28def328919
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (1S,8R,9R)-8-(3,4-dihydroxyphenyl)-12-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene-4,5,8-triol
• InChI: InChI=1S/C17H16O6/c18-11-2-1-8(5-12(11)19)17(22)10-7-14(21)13(20)6-9(10)15-3-4-16(17)23-15/h1-2,5-7,15-16,18-22H,3-4H2/t15-,16+,17+/m0/s1
• InChI Key: YKWUBZBBRYXVKO-GVDBMIGSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9269	92.69%
Caco-2	-	0.7576	75.76%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8298	82.98%
OATP2B1 inhibitior	-	0.5775	57.75%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.8938	89.38%
P-glycoprotein inhibitior	-	0.8876	88.76%
P-glycoprotein substrate	-	0.8893	88.93%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	+	0.3607	36.07%
CYP3A4 inhibition	-	0.6980	69.80%
CYP2C9 inhibition	-	0.5099	50.99%
CYP2C19 inhibition	+	0.6383	63.83%
CYP2D6 inhibition	-	0.8405	84.05%
CYP1A2 inhibition	-	0.6708	67.08%
CYP2C8 inhibition	-	0.6883	68.83%
CYP inhibitory promiscuity	-	0.7368	73.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4024	40.24%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.7667	76.67%
Skin irritation	-	0.6720	67.20%
Skin corrosion	-	0.9022	90.22%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5282	52.82%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5819	58.19%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.4533	45.33%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.5784	57.84%
Thyroid receptor binding	+	0.7280	72.80%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.8025	80.25%
PPAR gamma	+	0.7675	76.75%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8382	83.82%

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	99.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.15%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.49%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.76%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.58%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.86%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.96%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	80.20%	91.49%

Plants that contains it

• Curculigo sinensis

Cross-Links

• PubChem: 162883339
• LOTUS: LTS0162190
• wikiData: Q105349940