(2,8-Diacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: ce7dd1d7-8d25-4c70-8a66-522c160281ab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,8-diacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC3OC(=O)C)C(C(CC4OC(=O)C)O)(C)C)C)C(=O)C2=C
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(C(CC3OC(=O)C)C(C(CC4OC(=O)C)O)(C)C)C)C(=O)C2=C
• InChI: InChI=1S/C26H36O8/c1-12-16-8-17(32-13(2)27)22-25(7)18(24(5,6)19(30)10-20(25)33-14(3)28)9-21(34-15(4)29)26(22,11-16)23(12)31/h16-22,30H,1,8-11H2,2-7H3
• InChI Key: QKHLDQYQFFOBAK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₈
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.24101810 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	-	0.6055	60.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7370	73.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.8019	80.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	+	0.6562	65.62%
P-glycoprotein substrate	-	0.7330	73.30%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.6419	64.19%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.7962	79.62%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.7895	78.95%
CYP2C8 inhibition	-	0.6679	66.79%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8672	86.72%
Skin irritation	+	0.5371	53.71%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5087	50.87%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.6334	63.34%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6935	69.35%
Acute Oral Toxicity (c)	I	0.4370	43.70%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	+	0.6150	61.50%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.6131	61.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.71%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	87.00%	95.38%
CHEMBL2581	P07339	Cathepsin D	85.99%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.99%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.94%	95.56%

Plants that contains it

• Isodon adenanthus

Cross-Links

• PubChem: 72245809
• LOTUS: LTS0006300
• wikiData: Q105223117