(1S,3S,5S)-4,4-dimethyl-5-[(2S)-2-methylbutanoyl]-1,3-bis(3-methylbut-2-enyl)-6-oxabicyclo[3.2.1]octane-7,8-dione

Details

• Internal ID: 927c028d-3426-4b90-a65a-01f734a4542b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3S,5S)-4,4-dimethyl-5-[(2S)-2-methylbutanoyl]-1,3-bis(3-methylbut-2-enyl)-6-oxabicyclo[3.2.1]octane-7,8-dione
• InChI: InChI=1S/C24H36O4/c1-9-17(6)19(25)24-20(26)23(21(27)28-24,13-12-16(4)5)14-18(22(24,7)8)11-10-15(2)3/h10,12,17-18H,9,11,13-14H2,1-8H3/t17-,18-,23-,24-/m0/s1
• InChI Key: DGBLLZGEXKZWNO-MQQADFIWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6152	61.52%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5893	58.93%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6065	60.65%
P-glycoprotein inhibitior	-	0.6279	62.79%
P-glycoprotein substrate	-	0.6461	64.61%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8146	81.46%
CYP2C19 inhibition	-	0.7107	71.07%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	-	0.8241	82.41%
CYP inhibitory promiscuity	-	0.7317	73.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5516	55.16%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.8628	86.28%
Skin irritation	-	0.5812	58.12%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4612	46.12%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.5529	55.29%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.5842	58.42%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.6390	63.90%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.5806	58.06%
Aromatase binding	+	0.5956	59.56%
PPAR gamma	+	0.6493	64.93%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.62%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.44%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.72%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.16%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.03%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.54%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.39%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.06%	97.50%

Plants that contains it

• Calophyllum soulattri

Cross-Links

• PubChem: 163028597
• LOTUS: LTS0079765
• wikiData: Q104978526