(3R,4S,4aS,10aR,11aR,11bS)-3-hydroxy-4-(hydroxymethyl)-4,8,11b-trimethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one

Details

• Internal ID: ef530c0f-2305-4205-a6cb-7493ca8f4745
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3R,4S,4aS,10aR,11aR,11bS)-3-hydroxy-4-(hydroxymethyl)-4,8,11b-trimethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one
• InChI: InChI=1S/C20H28O4/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/h8,14-17,21-22H,4-7,9-10H2,1-3H3/t14-,15-,16+,17-,19+,20-/m1/s1
• InChI Key: NFIUXPYNCKPPAG-WRPXMVFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.74
• 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	+	0.9818	98.18%
Caco-2	+	0.7663	76.63%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7506	75.06%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5539	55.39%
BSEP inhibitior	+	0.7344	73.44%
P-glycoprotein inhibitior	-	0.7734	77.34%
P-glycoprotein substrate	-	0.7264	72.64%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.6536	65.36%
CYP2C9 inhibition	-	0.9094	90.94%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.7933	79.33%
CYP inhibitory promiscuity	-	0.8399	83.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5160	51.60%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9594	95.94%
Skin irritation	+	0.6347	63.47%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7565	75.65%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6193	61.93%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6106	61.06%
Acute Oral Toxicity (c)	III	0.6772	67.72%
Estrogen receptor binding	+	0.7034	70.34%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.6705	67.05%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	91.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.20%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.38%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.36%	85.14%

Plants that contains it

• Strobilanthes yunnanensis

Cross-Links

• PubChem: 101446782
• LOTUS: LTS0122343
• wikiData: Q105178496