3-hydroxy-4,8,11b-trimethyl-9-oxo-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carbaldehyde

Details

• Internal ID: 7c4c1ef2-5f62-4da6-8de4-e44b35dbac28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-hydroxy-4,8,11b-trimethyl-9-oxo-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carbaldehyde
• InChI: InChI=1S/C20H26O4/c1-11-13-8-12-4-5-16-19(2,7-6-17(22)20(16,3)10-21)14(12)9-15(13)24-18(11)23/h8,10,14-17,22H,4-7,9H2,1-3H3
• InChI Key: UKHNVFJANWGPGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7576	75.76%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7983	79.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5126	51.26%
BSEP inhibitior	+	0.6205	62.05%
P-glycoprotein inhibitior	-	0.6446	64.46%
P-glycoprotein substrate	-	0.7200	72.00%
CYP3A4 substrate	+	0.6677	66.77%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.6658	66.58%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.6799	67.99%
CYP2C8 inhibition	-	0.7738	77.38%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4926	49.26%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9722	97.22%
Skin irritation	+	0.7147	71.47%
Skin corrosion	-	0.8872	88.72%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6507	65.07%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8237	82.37%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7411	74.11%
Acute Oral Toxicity (c)	I	0.3214	32.14%
Estrogen receptor binding	+	0.8268	82.68%
Androgen receptor binding	+	0.6737	67.37%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.8538	85.38%
Aromatase binding	+	0.5821	58.21%
PPAR gamma	+	0.6514	65.14%
Honey bee toxicity	-	0.8646	86.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.31%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.65%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.29%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.17%	97.33%

Plants that contains it

• Strobilanthes yunnanensis

Cross-Links

• PubChem: 163008778
• LOTUS: LTS0236948
• wikiData: Q105274545