(1R,2R,4R,6E,9S,10S)-9-hydroxy-2,7-dimethyl-10-prop-1-en-2-yl-15-oxatricyclo[11.2.1.02,4]hexadeca-6,13(16)-diene-5,8,14-trione

Details

• Internal ID: 0aad40bc-06ce-4b15-ac14-a368d5669cea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2R,4R,6E,9S,10S)-9-hydroxy-2,7-dimethyl-10-prop-1-en-2-yl-15-oxatricyclo[11.2.1.02,4]hexadeca-6,13(16)-diene-5,8,14-trione
• InChI: InChI=1S/C20H24O5/c1-10(2)13-6-5-12-8-16(25-19(12)24)20(4)9-14(20)15(21)7-11(3)17(22)18(13)23/h7-8,13-14,16,18,23H,1,5-6,9H2,2-4H3/b11-7+/t13-,14-,16+,18-,20+/m0/s1
• InChI Key: YLQIJBIUALFEAE-LFEVCLDUSA-N
• Popularity: 2 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): 80.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• 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	+	0.9774	97.74%
Caco-2	+	0.5589	55.89%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.8667	86.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	-	0.4656	46.56%
P-glycoprotein inhibitior	-	0.5888	58.88%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.6620	66.20%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	-	0.8063	80.63%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	+	0.7712	77.12%
CYP2C8 inhibition	-	0.7506	75.06%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4968	49.68%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.8916	89.16%
Skin irritation	+	0.5218	52.18%
Skin corrosion	-	0.8238	82.38%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4944	49.44%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6190	61.90%
skin sensitisation	-	0.6938	69.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5715	57.15%
Acute Oral Toxicity (c)	III	0.5236	52.36%
Estrogen receptor binding	+	0.6982	69.82%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	+	0.5211	52.11%
Glucocorticoid receptor binding	+	0.7743	77.43%
Aromatase binding	-	0.5230	52.30%
PPAR gamma	+	0.6192	61.92%
Honey bee toxicity	-	0.8110	81.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	94.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.05%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.99%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.40%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.71%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.96%	93.04%
CHEMBL1871	P10275	Androgen Receptor	80.51%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.10%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.06%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15384979
• LOTUS: LTS0142573
• wikiData: Q105350243