Microtropioside A

Details

• Internal ID: e9ebdcf8-a78d-413c-b8fd-f223f80576bd
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,4S,6R,9R,10S,13R,14S)-14-hydroxy-5,5,9,13-tetramethyl-16,18-dioxatetracyclo[11.4.1.01,10.04,9]octadecan-6-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC34COCC(C(O3)(CCC4C2(CCC1OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1CC[C@@]34[C@H]2CC[C@@](O3)([C@H](COC4)O)C)(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C26H44O9/c1-23(2)15-6-10-26-13-32-12-17(28)25(4,35-26)9-5-16(26)24(15,3)8-7-18(23)34-22-21(31)20(30)19(29)14(11-27)33-22/h14-22,27-31H,5-13H2,1-4H3/t14-,15-,16+,17+,18-,19-,20+,21-,22+,24-,25-,26-/m1/s1
• InChI Key: DUJOSWHWGIHTCJ-NVIBDPSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₉
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.29853298 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 1227698-62-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8020	80.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5681	56.81%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8561	85.61%
P-glycoprotein inhibitior	-	0.5632	56.32%
P-glycoprotein substrate	-	0.8406	84.06%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	+	0.5094	50.94%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9343	93.43%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3921	39.21%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8976	89.76%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5546	55.46%
Acute Oral Toxicity (c)	III	0.4318	43.18%
Estrogen receptor binding	+	0.5474	54.74%
Androgen receptor binding	+	0.6175	61.75%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.7194	71.94%
PPAR gamma	+	0.5895	58.95%
Honey bee toxicity	-	0.7156	71.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7114	71.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	94.20%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.52%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	87.53%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.04%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.77%	89.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.56%	97.36%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.90%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.86%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.94%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.33%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.37%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	80.63%	94.45%

Plants that contains it

• Achyranthes aspera
• Drimia fugax
• Garcinia kola
• Leionema bilobum
• Microtropis japonica
• Morus macroura
• Neopringlea integrifolia
• Raphanus raphanistrum
• Rhizophora mangle
• Salix alba
• Schisandra sphaerandra
• Sesbania grandiflora

Cross-Links

• PubChem: 101506965
• NPASS: NPC164031
• LOTUS: LTS0132565
• wikiData: Q104989261