7,11-Dihydroxy-9-(hydroxymethyl)-4,4,11b-trimethyl-1,2,4a,5,8,9-hexahydronaphtho[2,1-f][1]benzofuran-3,6-dione

Details

• Internal ID: 40515b2e-a104-4a9b-967d-aa75a06986a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7,11-dihydroxy-9-(hydroxymethyl)-4,4,11b-trimethyl-1,2,4a,5,8,9-hexahydronaphtho[2,1-f][1]benzofuran-3,6-dione
• InChI: InChI=1S/C20H24O6/c1-19(2)12-7-11(22)14-15(20(12,3)5-4-13(19)23)17(25)18-10(16(14)24)6-9(8-21)26-18/h9,12,21,24-25H,4-8H2,1-3H3
• InChI Key: SVWHWFYWEYBAAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	-	0.5488	54.88%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.8622	86.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6114	61.14%
BSEP inhibitior	-	0.6308	63.08%
P-glycoprotein inhibitior	-	0.8397	83.97%
P-glycoprotein substrate	-	0.7729	77.29%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.5624	56.24%
CYP2C9 inhibition	-	0.6690	66.90%
CYP2C19 inhibition	-	0.7843	78.43%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	+	0.5791	57.91%
CYP2C8 inhibition	-	0.5585	55.85%
CYP inhibitory promiscuity	-	0.7769	77.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7608	76.08%
Skin irritation	-	0.7264	72.64%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7399	73.99%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6431	64.31%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	+	0.6387	63.87%
Androgen receptor binding	+	0.5389	53.89%
Thyroid receptor binding	-	0.5352	53.52%
Glucocorticoid receptor binding	+	0.7727	77.27%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8344	83.44%
Honey bee toxicity	-	0.6541	65.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	97.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.37%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.11%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.30%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL5555	O00767	Acyl-CoA desaturase	86.20%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.09%	86.33%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	83.55%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.34%	95.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.01%	94.00%

Plants that contains it

• Clerodendrum kaichianum

Cross-Links

• PubChem: 75952124
• LOTUS: LTS0236013
• wikiData: Q105262495