8-[3-[(2S,3S,6S)-6-[[(2R,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,4-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one

Details

• Internal ID: 04aada63-fc0b-4e18-8851-985cbe44cfc9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[3-[(2S,3S,6S)-6-[[(2R,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,4-trihydroxyoxan-2-yl]oxy-2-hydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)O)OC3C(C(CC(O3)COC4C(C(CO4)(CO)O)O)(O)O)O
• SMILES (Isomeric): CC(C)(C(CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)O)O[C@H]3[C@@H](C(C[C@H](O3)CO[C@H]4[C@@H](C(CO4)(CO)O)O)(O)O)O
• InChI: InChI=1S/C27H38O15/c1-25(2,18(29)7-15-17(37-4)8-16(36-3)14-5-6-19(30)41-20(14)15)42-24-22(32)27(34,35)9-13(40-24)10-38-23-21(31)26(33,11-28)12-39-23/h5-6,8,13,18,21-24,28-29,31-35H,7,9-12H2,1-4H3/t13-,18?,21-,22-,23+,24-,26?/m0/s1
• InChI Key: OZQHZTBOPIIMQG-GHMWBEFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₁₅
• Molecular Weight: 602.60 g/mol
• Exact Mass: 602.22107050 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7500	75.00%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7636	76.36%
P-glycoprotein inhibitior	+	0.6428	64.28%
P-glycoprotein substrate	+	0.6362	63.62%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	0.8207	82.07%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8662	86.62%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.7496	74.96%
CYP2C8 inhibition	+	0.7086	70.86%
CYP inhibitory promiscuity	-	0.9157	91.57%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.7928	79.28%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6879	68.79%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6354	63.54%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7810	78.10%
Acute Oral Toxicity (c)	III	0.4893	48.93%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7382	73.82%
Aromatase binding	+	0.7532	75.32%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7427	74.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9080	90.80%

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	99.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.26%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.12%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.21%	97.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.44%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.73%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.20%	96.95%
CHEMBL4581	P52732	Kinesin-like protein 1	89.51%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.06%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.82%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.25%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.39%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.85%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.76%	97.36%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.74%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.34%	100.00%
CHEMBL2535	P11166	Glucose transporter	81.13%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.79%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.28%	99.17%

Plants that contains it

• Citrus × aurantium
• Helianthus annuus
• Peucedanum rubricaule
• Prunus armeniaca
• Rosa rugosa

Cross-Links

• PubChem: 6325929
• NPASS: NPC206807