[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (3S)-3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromene-6-carboxylate

Details

• Internal ID: 00f759cf-d7b7-4982-ba18-679ef3721678
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (3S)-3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3,4-dihydrochromene-6-carboxylate
• SMILES (Canonical): CC(=CCC1=CC(=CC2=C1OC(C(C2)O)(C)C)C(=O)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC2=C1OC([C@H](C2)O)(C)C)C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@H](O3)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)O)CO)O)O)O)C
• InChI: InChI=1S/C29H42O14/c1-13(2)5-6-14-7-16(8-15-9-19(32)28(3,4)42-24(14)15)26(38)39-11-18-20(33)22(35)23(36)27(40-18)43-29(12-31)25(37)21(34)17(10-30)41-29/h5,7-8,17-23,25,27,30-37H,6,9-12H2,1-4H3/t17-,18-,19+,20-,21-,22+,23-,25+,27-,29+/m1/s1
• InChI Key: PDMXBAYRDDSNEK-MHAVGOPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₄
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.25745601 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9084	90.84%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7344	73.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8173	81.73%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7397	73.97%
P-glycoprotein inhibitior	+	0.5911	59.11%
P-glycoprotein substrate	-	0.5817	58.17%
CYP3A4 substrate	+	0.6795	67.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.7248	72.48%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	-	0.6820	68.20%
CYP2C8 inhibition	+	0.6491	64.91%
CYP inhibitory promiscuity	-	0.7208	72.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6469	64.69%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9233	92.33%
Skin irritation	-	0.7454	74.54%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6493	64.93%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.7467	74.67%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8202	82.02%
Acute Oral Toxicity (c)	III	0.4082	40.82%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	+	0.6349	63.49%
Thyroid receptor binding	-	0.5175	51.75%
Glucocorticoid receptor binding	+	0.6155	61.55%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.6750	67.50%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9671	96.71%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	96.10%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.21%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.84%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.54%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.53%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.88%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.75%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.66%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.35%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.70%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	85.92%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	84.35%	91.19%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.19%	90.24%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.73%	83.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.39%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.09%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.01%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.59%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.40%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL2581	P07339	Cathepsin D	80.99%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.68%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%
CHEMBL5028	O14672	ADAM10	80.01%	97.50%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 163191210
• LOTUS: LTS0219475
• wikiData: Q105206609