Goniothalesdiol A

Details

• Internal ID: a7bccf28-4f68-4c12-8d7d-a438b7db87d9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: methyl 2-[(2R,4S,5S,6R)-4,5-dihydroxy-6-phenyloxan-2-yl]acetate
• SMILES (Canonical): COC(=O)CC1CC(C(C(O1)C2=CC=CC=C2)O)O
• SMILES (Isomeric): COC(=O)C[C@H]1C[C@@H]([C@@H]([C@H](O1)C2=CC=CC=C2)O)O
• InChI: InChI=1S/C14H18O5/c1-18-12(16)8-10-7-11(15)13(17)14(19-10)9-5-3-2-4-6-9/h2-6,10-11,13-15,17H,7-8H2,1H3/t10-,11+,13+,14-/m1/s1
• InChI Key: KDINCHVBSLYDMN-UVLXDEKHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7358	73.58%
Caco-2	+	0.5143	51.43%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9248	92.48%
P-glycoprotein inhibitior	-	0.8941	89.41%
P-glycoprotein substrate	-	0.8046	80.46%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.9672	96.72%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	-	0.8883	88.83%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.9199	91.99%
CYP2C8 inhibition	-	0.6705	67.05%
CYP inhibitory promiscuity	-	0.8944	89.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.7074	70.74%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	+	0.5277	52.77%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5051	50.51%
Acute Oral Toxicity (c)	III	0.6516	65.16%
Estrogen receptor binding	-	0.7170	71.70%
Androgen receptor binding	-	0.6163	61.63%
Thyroid receptor binding	-	0.6692	66.92%
Glucocorticoid receptor binding	-	0.7849	78.49%
Aromatase binding	-	0.8538	85.38%
PPAR gamma	-	0.5790	57.90%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.6655	66.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL5028	O14672	ADAM10	89.48%	97.50%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.49%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.37%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.63%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.34%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.82%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	80.71%	83.82%

Plants that contains it

• Gymnacranthera farquhariana var. paniculata
• Lysimachia monelli
• Ornithogalum thyrsoides

Cross-Links

• PubChem: 16079978
• NPASS: NPC300061