(6-Acetyloxy-3,8,15-trihydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: 6135ebf4-b237-4f62-b011-d487d126cb94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (6-acetyloxy-3,8,15-trihydroxy-5,5,9-trimethyl-14-methylidene-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(C3)O)(C)C)OC(=O)C)O)C)C(C2=C)O
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(C3)O)(C)C)OC(=O)C)O)C)C(C2=C)O
• InChI: InChI=1S/C24H36O7/c1-11-14-7-16(30-12(2)25)20-23(6)17(28)8-18(31-13(3)26)22(4,5)19(23)15(27)10-24(20,9-14)21(11)29/h14-21,27-29H,1,7-10H2,2-6H3
• InChI Key: IJGUJYKGBWNOLS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₇
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.24610348 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.6964	69.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7382	73.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	-	0.3085	30.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6471	64.71%
P-glycoprotein inhibitior	-	0.5804	58.04%
P-glycoprotein substrate	-	0.6578	65.78%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.8138	81.38%
CYP2C19 inhibition	-	0.8046	80.46%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8410	84.10%
CYP2C8 inhibition	-	0.6539	65.39%
CYP inhibitory promiscuity	-	0.9015	90.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.5328	53.28%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6527	65.27%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6208	62.08%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6388	63.88%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.5858	58.58%
Thyroid receptor binding	+	0.5392	53.92%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	+	0.7038	70.38%
PPAR gamma	+	0.6335	63.35%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9966	99.66%

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	96.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.54%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.43%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.15%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	85.59%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.37%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.15%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.99%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.35%	91.07%

Plants that contains it

• Isodon excisus
• Isodon inflexus

Cross-Links

• PubChem: 14219410
• LOTUS: LTS0035583
• wikiData: Q105113942