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

Details

• Internal ID: 6e9c78f2-deb9-4fef-950d-1b31c8f1c84b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,8-diacetyloxy-6,15-dihydroxy-5,5,9-trimethyl-14-methylidene-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(C2=C)O
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(C(CC3OC(=O)C)C(C(CC4OC(=O)C)O)(C)C)C)C(C2=C)O
• InChI: InChI=1S/C26H38O8/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/h16-23,30-31H,1,8-11H2,2-7H3
• InChI Key: HLNWFWYFLIBXBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₈
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.25666817 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.6300	63.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7851	78.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	-	0.3055	30.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6122	61.22%
P-glycoprotein inhibitior	+	0.5939	59.39%
P-glycoprotein substrate	-	0.7146	71.46%
CYP3A4 substrate	+	0.6596	65.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.7436	74.36%
CYP2C9 inhibition	-	0.7990	79.90%
CYP2C19 inhibition	-	0.8000	80.00%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8405	84.05%
CYP2C8 inhibition	-	0.6278	62.78%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.5182	51.82%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6282	62.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3857	38.57%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6468	64.68%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5629	56.29%
Acute Oral Toxicity (c)	I	0.5018	50.18%
Estrogen receptor binding	+	0.8012	80.12%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	+	0.7072	70.72%
Aromatase binding	+	0.6240	62.40%
PPAR gamma	+	0.7092	70.92%
Honey bee toxicity	-	0.5934	59.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
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	96.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.27%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.87%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.46%	97.21%

Plants that contains it

• Isodon adenanthus

Cross-Links

• PubChem: 85319341
• LOTUS: LTS0234271
• wikiData: Q105030237