Alpindenoside A

Details

• Internal ID: f842e00a-e6b1-4171-9e5a-116b6ba8a335
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 4-[(2S,6aR,8S,10aS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,7,10a-trimethyl-2,4,5,6,6a,8,9,10-octahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5=C4CC(OC5)C6=CCOC6=O)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CCC5=C4C[C@H](OC5)C6=CCOC6=O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C32H48O13/c1-14-22(34)24(36)26(38)29(42-14)45-27-25(37)23(35)19(12-33)43-30(27)44-21-7-9-32(4)17-11-18(16-8-10-40-28(16)39)41-13-15(17)5-6-20(32)31(21,2)3/h8,14,18-27,29-30,33-38H,5-7,9-13H2,1-4H3/t14-,18-,19+,20-,21-,22-,23+,24+,25-,26+,27+,29-,30-,32+/m0/s1
• InChI Key: AEVODBWMGQYTNO-UOXHRDLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₁₃
• Molecular Weight: 640.70 g/mol
• Exact Mass: 640.30949158 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8694	86.94%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8845	88.45%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	-	0.2282	22.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6026	60.26%
P-glycoprotein inhibitior	+	0.6531	65.31%
P-glycoprotein substrate	-	0.6335	63.35%
CYP3A4 substrate	+	0.7129	71.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.9206	92.06%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8951	89.51%
CYP2C8 inhibition	+	0.5387	53.87%
CYP inhibitory promiscuity	-	0.8562	85.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9272	92.72%
Skin irritation	-	0.6077	60.77%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7770	77.70%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6637	66.37%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6818	68.18%
Acute Oral Toxicity (c)	III	0.4439	44.39%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	-	0.5635	56.35%
Glucocorticoid receptor binding	+	0.5927	59.27%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.6691	66.91%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9766	97.66%

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	98.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.51%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.39%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.12%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.67%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.50%	97.25%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 25158096
• NPASS: NPC170084
• ChEMBL: CHEMBL558540
• LOTUS: LTS0189181
• wikiData: Q104910643