(2,6-Diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: d8879c33-9b14-4385-9792-0b0083e415a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,6-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3OC(=O)C)(C)C)OC(=O)C)O)C)C(=O)C2=C
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3OC(=O)C)(C)C)OC(=O)C)O)C)C(=O)C2=C
• InChI: InChI=1S/C26H34O9/c1-11-15-8-16(33-12(2)27)20-25(7)17(30)9-18(34-13(3)28)24(5,6)21(25)19(31)23(35-14(4)29)26(20,10-15)22(11)32/h15-18,20-21,23,30H,1,8-10H2,2-7H3
• InChI Key: IHIQZUIHDLSEJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₉
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.22028266 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 9
• 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	+	0.9929	99.29%
Caco-2	-	0.6983	69.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4750	47.50%
P-glycoprotein inhibitior	+	0.6809	68.09%
P-glycoprotein substrate	-	0.6064	60.64%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	-	0.8655	86.55%
CYP2C19 inhibition	-	0.8084	80.84%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8523	85.23%
CYP2C8 inhibition	-	0.6855	68.55%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8693	86.93%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6663	66.63%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5300	53.00%
skin sensitisation	-	0.5531	55.31%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6526	65.26%
Acute Oral Toxicity (c)	I	0.3209	32.09%
Estrogen receptor binding	+	0.8370	83.70%
Androgen receptor binding	+	0.6670	66.70%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.7610	76.10%
Aromatase binding	+	0.6849	68.49%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.5709	57.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	93.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.82%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.42%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.10%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.40%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	82.13%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.63%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.48%	94.45%

Plants that contains it

• Isodon leucophyllus

Cross-Links

• PubChem: 72245826
• LOTUS: LTS0174762
• wikiData: Q105113072