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

Details

• Internal ID: 954a37d8-7858-48fe-847e-ae374755f82b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (6-acetyloxy-8,15-dihydroxy-5,5,9-trimethyl-14-methylidene-3-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3)(C)C)OC(=O)C)O)C)C(C2=C)O
• SMILES (Isomeric): CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3)(C)C)OC(=O)C)O)C)C(C2=C)O
• InChI: InChI=1S/C24H34O7/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/h14,16-21,28-29H,1,7-10H2,2-6H3
• InChI Key: VCNXZJKRQVEODK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₇
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.23045342 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• 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	-	0.6706	67.06%
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	+	0.9045	90.45%
OATP1B3 inhibitior	-	0.3085	30.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7760	77.60%
P-glycoprotein inhibitior	-	0.5483	54.83%
P-glycoprotein substrate	-	0.6235	62.35%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8435	84.35%
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	-	0.7326	73.26%
CYP inhibitory promiscuity	-	0.9015	90.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8929	89.29%
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	-	0.7265	72.65%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.6208	62.08%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7343	73.43%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	+	0.6540	65.40%
Thyroid receptor binding	+	0.5140	51.40%
Glucocorticoid receptor binding	+	0.6972	69.72%
Aromatase binding	+	0.6953	69.53%
PPAR gamma	-	0.5050	50.50%
Honey bee toxicity	-	0.6551	65.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5149	51.49%
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	95.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.37%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.55%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.06%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.27%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.88%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.56%	95.56%

Plants that contains it

• Isodon inflexus

Cross-Links

• PubChem: 14219412
• LOTUS: LTS0201522
• wikiData: Q105283843