1-[(2R,3R,3aR,6S,7R,7aS)-2,6,7-trihydroxy-3,6-dimethyl-3,3a,4,5,7,7a-hexahydro-1-benzouran-2-yl]-3-methylbutan-1-one

Details

• Internal ID: 55c9038b-1672-4969-86c7-fd1bdd6ffcf0
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[(2R,3R,3aR,6S,7R,7aS)-2,6,7-trihydroxy-3,6-dimethyl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-yl]-3-methylbutan-1-one
• InChI: InChI=1S/C15H26O5/c1-8(2)7-11(16)15(19)9(3)10-5-6-14(4,18)13(17)12(10)20-15/h8-10,12-13,17-19H,5-7H2,1-4H3/t9-,10-,12+,13-,14+,15-/m1/s1
• InChI Key: KKKOATVJCSRUJL-MDUHGFIHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₅
• Molecular Weight: 286.36 g/mol
• Exact Mass: 286.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 1-[(2R,3R,3aR,6S,7R,7aS)-2,6,7-trihydroxy-3,6-dimethyl-3,3a,4,5,7,7a-hexahydro-1-benzouran-2-yl]-3-methylbutan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9426	94.26%
Caco-2	-	0.6407	64.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6687	66.87%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9105	91.05%
P-glycoprotein inhibitior	-	0.9043	90.43%
P-glycoprotein substrate	-	0.7333	73.33%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.7121	71.21%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9630	96.30%
CYP1A2 inhibition	-	0.7547	75.47%
CYP2C8 inhibition	-	0.8969	89.69%
CYP inhibitory promiscuity	-	0.9653	96.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9831	98.31%
Skin irritation	+	0.5430	54.30%
Skin corrosion	-	0.7447	74.47%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8153	81.53%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5155	51.55%
skin sensitisation	-	0.7822	78.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.4712	47.12%
Estrogen receptor binding	+	0.6981	69.81%
Androgen receptor binding	+	0.6091	60.91%
Thyroid receptor binding	+	0.7254	72.54%
Glucocorticoid receptor binding	+	0.7119	71.19%
Aromatase binding	-	0.6076	60.76%
PPAR gamma	-	0.7761	77.61%
Honey bee toxicity	-	0.8886	88.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8043	80.43%

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	96.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.60%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.12%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	84.21%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.80%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.61%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.32%	92.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684382
• LOTUS: LTS0062349
• wikiData: Q105142226