(1S,2S,5R,8R,9R,10R,13R,17S)-9-hydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.15,8.02,8.013,17]octadecane-4,12-dione

Details

• Internal ID: f6590296-fcba-4648-9cfb-f83efc4e2e14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,2S,5R,8R,9R,10R,13R,17S)-9-hydroxy-1,13-dimethyl-6-methylidene-11-oxapentacyclo[8.6.1.15,8.02,8.013,17]octadecane-4,12-dione
• InChI: InChI=1S/C20H26O4/c1-10-8-20-9-11(10)12(21)7-13(20)18(2)5-4-6-19(3)15(18)14(16(20)22)24-17(19)23/h11,13-16,22H,1,4-9H2,2-3H3/t11-,13+,14-,15+,16+,18+,19-,20+/m1/s1
• InChI Key: DMWWPCNAQNAXRV-FIAOGJKKSA-N
• Popularity: 2 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: 2.30
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.5628	56.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.8527	85.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5376	53.76%
BSEP inhibitior	-	0.8736	87.36%
P-glycoprotein inhibitior	-	0.7522	75.22%
P-glycoprotein substrate	-	0.7987	79.87%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.5495	54.95%
CYP2C8 inhibition	-	0.7935	79.35%
CYP inhibitory promiscuity	-	0.9398	93.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9414	94.14%
Skin irritation	+	0.5557	55.57%
Skin corrosion	-	0.8820	88.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6859	68.59%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.7772	77.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.4409	44.09%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.6745	67.45%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.8080	80.80%
Aromatase binding	+	0.6779	67.79%
PPAR gamma	-	0.5191	51.91%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.7500	75.00%
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	94.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.85%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.10%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.17%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.92%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881284
• LOTUS: LTS0088672
• wikiData: Q104985362