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

Details

• Internal ID: df91be0f-c179-4c37-a7bb-b5c73dbc8624
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (6,8,11-trihydroxy-5,5,9-trimethyl-14-methylidene-3-oxo-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl) acetate
• SMILES (Canonical): CC(=O)OC1C(=C)C2CC(C3C1(C2)CC(=O)C4C3(C(CC(C4(C)C)O)O)C)O
• SMILES (Isomeric): CC(=O)OC1C(=C)C2CC(C3C1(C2)CC(=O)C4C3(C(CC(C4(C)C)O)O)C)O
• InChI: InChI=1S/C22H32O6/c1-10-12-6-13(24)18-21(5)16(27)7-15(26)20(3,4)17(21)14(25)9-22(18,8-12)19(10)28-11(2)23/h12-13,15-19,24,26-27H,1,6-9H2,2-5H3
• InChI Key: ZCRPVWMRYCOZCH-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: 0.70
• 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	+	0.9780	97.80%
Caco-2	-	0.6151	61.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6110	61.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.8147	81.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7714	77.14%
P-glycoprotein inhibitior	-	0.7060	70.60%
P-glycoprotein substrate	-	0.5320	53.20%
CYP3A4 substrate	+	0.6957	69.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.7508	75.08%
CYP2C9 inhibition	-	0.8210	82.10%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8360	83.60%
CYP2C8 inhibition	-	0.8333	83.33%
CYP inhibitory promiscuity	-	0.8487	84.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.5218	52.18%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5452	54.52%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5822	58.22%
skin sensitisation	-	0.6371	63.71%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8310	83.10%
Acute Oral Toxicity (c)	I	0.5030	50.30%
Estrogen receptor binding	+	0.7366	73.66%
Androgen receptor binding	+	0.6601	66.01%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	+	0.6815	68.15%
Aromatase binding	+	0.6114	61.14%
PPAR gamma	-	0.6440	64.40%
Honey bee toxicity	-	0.5568	55.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	95.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.13%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.34%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.65%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.37%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	82.28%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.45%	100.00%

Plants that contains it

• Isodon nervosus

Cross-Links

• PubChem: 74336542
• LOTUS: LTS0128038
• wikiData: Q105371397