(10a-Hydroxy-2,10-dimethyl-3,8-dioxo-7-propan-2-ylidene-3a,4,6a,9,10,10b-hexahydrobenzo[e]azulen-5-yl)methyl acetate

Details

• Internal ID: 12e0d450-3cfe-428c-a465-2234d98083c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: (10a-hydroxy-2,10-dimethyl-3,8-dioxo-7-propan-2-ylidene-3a,4,6a,9,10,10b-hexahydrobenzo[e]azulen-5-yl)methyl acetate
• InChI: InChI=1S/C22H28O5/c1-11(2)20-18-9-15(10-27-14(5)23)8-16-17(6-12(3)21(16)25)22(18,26)13(4)7-19(20)24/h6,9,13,16-18,26H,7-8,10H2,1-5H3
• InChI Key: QGMWYPVORBWEBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.5891	58.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.8778	87.78%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6692	66.92%
P-glycoprotein inhibitior	-	0.6115	61.15%
P-glycoprotein substrate	-	0.7462	74.62%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9113	91.13%
CYP3A4 inhibition	-	0.8098	80.98%
CYP2C9 inhibition	-	0.6850	68.50%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.7642	76.42%
CYP2C8 inhibition	-	0.6878	68.78%
CYP inhibitory promiscuity	-	0.8036	80.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8642	86.42%
Skin irritation	-	0.6086	60.86%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5247	52.47%
skin sensitisation	-	0.6322	63.22%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	+	0.7007	70.07%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	-	0.6027	60.27%
Glucocorticoid receptor binding	+	0.7518	75.18%
Aromatase binding	-	0.6703	67.03%
PPAR gamma	+	0.5211	52.11%
Honey bee toxicity	-	0.7778	77.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.72%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.39%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.66%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.91%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%

Plants that contains it

• Croton conduplicatus

Cross-Links

• PubChem: 74819488
• LOTUS: LTS0207491
• wikiData: Q105220453