10-Hydroxy-7-methoxy-3-methyl-9-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydrobenzo[g]isochromen-1-one

Details

• Internal ID: aed7eba6-6550-4e55-b6f8-180f93802489
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: 10-hydroxy-7-methoxy-3-methyl-9-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydrobenzo[g]isochromen-1-one
• SMILES (Canonical): CC1CC2=CC3=CC(=CC(=C3C(=C2C(=O)O1)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC
• SMILES (Isomeric): CC1CC2=CC3=CC(=CC(=C3C(=C2C(=O)O1)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC
• InChI: InChI=1S/C27H34O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h4-6,9,14-15,18-19,21-24,26-35H,3,7-8H2,1-2H3
• InChI Key: CCVUOZDJPDNQPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₅
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.18977037 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.34
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6223	62.23%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5151	51.51%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8034	80.34%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6042	60.42%
P-glycoprotein inhibitior	-	0.6787	67.87%
P-glycoprotein substrate	-	0.6516	65.16%
CYP3A4 substrate	+	0.6296	62.96%
CYP2C9 substrate	-	0.6416	64.16%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.9276	92.76%
CYP2C19 inhibition	-	0.8955	89.55%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8508	85.08%
CYP2C8 inhibition	-	0.5778	57.78%
CYP inhibitory promiscuity	-	0.8419	84.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.8470	84.70%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6784	67.84%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6172	61.72%
Acute Oral Toxicity (c)	III	0.7121	71.21%
Estrogen receptor binding	+	0.8397	83.97%
Androgen receptor binding	-	0.5534	55.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5876	58.76%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.7065	70.65%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.7962	79.62%

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	99.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.08%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.11%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.04%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.48%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.79%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.49%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.38%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.12%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.83%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.24%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	81.05%	93.18%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.79%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.47%	95.83%

Plants that contains it

• Eriocaulon buergerianum
• Paepalanthus vellozioides

Cross-Links

• PubChem: 85211072
• LOTUS: LTS0253340
• wikiData: Q104953872