(2,8,16-Trihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate

Details

• Internal ID: 1050de13-1141-4fd3-8463-225d9ea65909
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (2,8,16-trihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C3CCC4C(C3(C(CC2C1(C)C)O)C(=O)C4=C)O)C)O
• SMILES (Isomeric): CC(=O)OC1CC(C2(C3CCC4C(C3(C(CC2C1(C)C)O)C(=O)C4=C)O)C)O
• InChI: InChI=1S/C22H32O6/c1-10-12-6-7-13-21(5)14(8-16(25)22(13,18(10)26)19(12)27)20(3,4)17(9-15(21)24)28-11(2)23/h12-17,19,24-25,27H,1,6-9H2,2-5H3
• InChI Key: DHKJGTMHEVCMKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.6959	69.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8830	88.30%
OATP1B3 inhibitior	-	0.3679	36.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.8422	84.22%
P-glycoprotein inhibitior	-	0.6710	67.10%
P-glycoprotein substrate	-	0.7979	79.79%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8701	87.01%
CYP2C9 inhibition	-	0.7007	70.07%
CYP2C19 inhibition	-	0.8192	81.92%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8167	81.67%
CYP2C8 inhibition	-	0.6007	60.07%
CYP inhibitory promiscuity	-	0.8999	89.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6596	65.96%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8999	89.99%
Skin irritation	+	0.5064	50.64%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.7464	74.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5939	59.39%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.6800	68.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5359	53.59%
Acute Oral Toxicity (c)	I	0.5082	50.82%
Estrogen receptor binding	+	0.7332	73.32%
Androgen receptor binding	-	0.5149	51.49%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.6991	69.91%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	+	0.5768	57.68%
Honey bee toxicity	-	0.6268	62.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.87%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.83%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.51%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.88%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.08%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	82.01%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.84%	95.89%

Plants that contains it

• Isodon shikokianus
• Isodon umbrosus

Cross-Links

• PubChem: 5088565
• LOTUS: LTS0077661
• wikiData: Q104980304