(1S,2S,6S,8S,10R,13S)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.01,6.02,13]hexadecan-12-one

Details

• Internal ID: 921c5f0b-955c-4cd7-a5c5-2e4ae27e7a2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,2S,6S,8S,10R,13S)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.01,6.02,13]hexadecan-12-one
• InChI: InChI=1S/C20H24O4/c1-12-4-5-16-19(2)7-3-8-20(16)14(12)10-15(13-6-9-22-11-13)23-18(20)24-17(19)21/h6,9,11,14-16,18H,1,3-5,7-8,10H2,2H3/t14-,15-,16+,18+,19-,20-/m0/s1
• InChI Key: SWGMICKEWPSAMT-WZLKLWACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6787	67.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6457	64.57%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.7420	74.20%
OATP1B3 inhibitior	-	0.2201	22.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6753	67.53%
P-glycoprotein inhibitior	-	0.5399	53.99%
P-glycoprotein substrate	-	0.7676	76.76%
CYP3A4 substrate	+	0.6419	64.19%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8007	80.07%
CYP3A4 inhibition	+	0.6902	69.02%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.6472	64.72%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	+	0.6423	64.23%
CYP2C8 inhibition	-	0.5858	58.58%
CYP inhibitory promiscuity	-	0.7346	73.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4923	49.23%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.5866	58.66%
Skin corrosion	-	0.9041	90.41%
Ames mutagenesis	-	0.6440	64.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8844	88.44%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7911	79.11%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5653	56.53%
Acute Oral Toxicity (c)	III	0.3186	31.86%
Estrogen receptor binding	+	0.8568	85.68%
Androgen receptor binding	+	0.6975	69.75%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.7196	71.96%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.8622	86.22%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.99%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.29%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.62%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.26%	93.40%
CHEMBL1902	P62942	FK506-binding protein 1A	81.08%	97.05%

Plants that contains it

• Sciadopitys verticillata

Cross-Links

• PubChem: 162819880
• LOTUS: LTS0141775
• wikiData: Q105262660