5,7,11-trihydroxy-4,4,9,11b-tetramethyl-2,3,8,9-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-6-one

Details

• Internal ID: 3f7eac86-e6ba-4bc2-90ca-265dcf67a919
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5,7,11-trihydroxy-4,4,9,11b-tetramethyl-2,3,8,9-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-6-one
• InChI: InChI=1S/C20H24O5/c1-9-8-10-13(21)11-12(15(23)17(10)25-9)20(4)7-5-6-19(2,3)18(20)16(24)14(11)22/h9,21,23-24H,5-8H2,1-4H3
• InChI Key: MVLKANNSFKZLTO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6585	65.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7973	79.73%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	+	0.8715	87.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.7412	74.12%
P-glycoprotein inhibitior	-	0.7825	78.25%
P-glycoprotein substrate	-	0.7149	71.49%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	0.8103	81.03%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.7804	78.04%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5294	52.94%
CYP2D6 inhibition	-	0.8410	84.10%
CYP1A2 inhibition	+	0.8940	89.40%
CYP2C8 inhibition	-	0.7245	72.45%
CYP inhibitory promiscuity	+	0.5626	56.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4768	47.68%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.4946	49.46%
Skin irritation	-	0.5877	58.77%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6186	61.86%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7590	75.90%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6309	63.09%
Acute Oral Toxicity (c)	III	0.4206	42.06%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.5617	56.17%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.8292	82.92%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.8172	81.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	98.95%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.18%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	89.07%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.78%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.37%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.94%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.99%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.36%	95.89%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	80.44%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.17%	98.75%

Plants that contains it

• Teucrium polium

Cross-Links

• PubChem: 14467637
• LOTUS: LTS0003615
• wikiData: Q105173135