2-[6-hydroxy-3-(hydroxymethyl)-5a-methyl-9-methylidene-2-oxo-5,6,7,8,9a,9b-hexahydro-4H-benzo[g][1]benzofuran-8-yl]acetic acid

Details

• Internal ID: 1935234c-6c3d-4fae-aeaa-3d83812d2710
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2-[6-hydroxy-3-(hydroxymethyl)-5a-methyl-9-methylidene-2-oxo-5,6,7,8,9a,9b-hexahydro-4H-benzo[g][1]benzofuran-8-yl]acetic acid
• InChI: InChI=1S/C17H22O6/c1-8-9(6-13(20)21)5-12(19)17(2)4-3-10-11(7-18)16(22)23-15(10)14(8)17/h9,12,14-15,18-19H,1,3-7H2,2H3,(H,20,21)
• InChI Key: MWSPFMHDZAQRCF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.5960	59.60%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5583	55.83%
BSEP inhibitior	-	0.9268	92.68%
P-glycoprotein inhibitior	-	0.8936	89.36%
P-glycoprotein substrate	-	0.7100	71.00%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.9061	90.61%
CYP3A4 inhibition	-	0.6976	69.76%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.8562	85.62%
CYP2C8 inhibition	-	0.8197	81.97%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4919	49.19%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7474	74.74%
Skin irritation	+	0.5379	53.79%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6515	65.15%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5380	53.80%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	+	0.7041	70.41%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	-	0.5485	54.85%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	+	0.5418	54.18%
PPAR gamma	-	0.5258	52.58%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	94.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL5028	O14672	ADAM10	84.62%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.24%	91.19%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	81.67%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.81%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.18%	96.38%

Plants that contains it

• Artemisia judaica

Cross-Links

• PubChem: 163024272
• LOTUS: LTS0194502
• wikiData: Q105173757