(5aR,6S,9aS,9bR)-6-hydroxy-3-(hydroxymethyl)-5a,9-dimethyl-4,5,6,7,9a,9b-hexahydrobenzo[g][1]benzofuran-2-one

Details

• Internal ID: a8892216-e824-42de-ac0f-765357f0d14b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aR,6S,9aS,9bR)-6-hydroxy-3-(hydroxymethyl)-5a,9-dimethyl-4,5,6,7,9a,9b-hexahydrobenzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-8-3-4-11(17)15(2)6-5-9-10(7-16)14(18)19-13(9)12(8)15/h3,11-13,16-17H,4-7H2,1-2H3/t11-,12+,13-,15-/m0/s1
• InChI Key: SARDLWUCQXLYSQ-XFMPKHEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.6342	63.42%
Blood Brain Barrier	+	0.6136	61.36%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5869	58.69%
BSEP inhibitior	-	0.8755	87.55%
P-glycoprotein inhibitior	-	0.8917	89.17%
P-glycoprotein substrate	-	0.8659	86.59%
CYP3A4 substrate	+	0.6291	62.91%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.5549	55.49%
CYP2C9 inhibition	-	0.9233	92.33%
CYP2C19 inhibition	-	0.9332	93.32%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8555	85.55%
CYP2C8 inhibition	-	0.8899	88.99%
CYP inhibitory promiscuity	-	0.8572	85.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4718	47.18%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8955	89.55%
Skin irritation	+	0.6076	60.76%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5947	59.47%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5391	53.91%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7858	78.58%
Acute Oral Toxicity (c)	III	0.5581	55.81%
Estrogen receptor binding	-	0.4947	49.47%
Androgen receptor binding	+	0.5857	58.57%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	+	0.7247	72.47%
Aromatase binding	-	0.7526	75.26%
PPAR gamma	+	0.6421	64.21%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	93.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.84%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.65%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.21%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.36%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	83.15%	94.75%
CHEMBL1871	P10275	Androgen Receptor	82.11%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.04%	90.08%

Plants that contains it

• Tanacetum praeteritum

Cross-Links

• PubChem: 101922017
• LOTUS: LTS0146595
• wikiData: Q105249053