[4,9,10-Trihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

Details

• Internal ID: 9619d742-4a67-489a-9471-1bcb0df2711a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [4,9,10-trihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCCC23C1C(C(C45C2CC(C(C4)C(C5=O)COC)O)(OC3)O)O)C
• SMILES (Isomeric): CC(=O)OCC1(CCCC23C1C(C(C45C2CC(C(C4)C(C5=O)COC)O)(OC3)O)O)C
• InChI: InChI=1S/C23H34O8/c1-12(24)30-10-20(2)5-4-6-21-11-31-23(28,19(27)17(20)21)22-8-13(15(25)7-16(21)22)14(9-29-3)18(22)26/h13-17,19,25,27-28H,4-11H2,1-3H3
• InChI Key: QSPHFOZVLYDBAK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₈
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.22536804 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7682	76.82%
Caco-2	-	0.6710	67.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6478	64.78%
P-glycoprotein inhibitior	-	0.7146	71.46%
P-glycoprotein substrate	-	0.5175	51.75%
CYP3A4 substrate	+	0.7081	70.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8645	86.45%
CYP2C9 inhibition	-	0.8748	87.48%
CYP2C19 inhibition	-	0.8433	84.33%
CYP2D6 inhibition	-	0.9674	96.74%
CYP1A2 inhibition	-	0.8494	84.94%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9911	99.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6928	69.28%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9606	96.06%
Skin irritation	-	0.6899	68.99%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6045	60.45%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6438	64.38%
skin sensitisation	-	0.9258	92.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4692	46.92%
Acute Oral Toxicity (c)	I	0.4255	42.55%
Estrogen receptor binding	+	0.7588	75.88%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	+	0.7237	72.37%
PPAR gamma	-	0.5353	53.53%
Honey bee toxicity	-	0.6805	68.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8513	85.13%

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	98.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.10%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.10%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.17%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.97%	96.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.59%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.55%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.51%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	87.37%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.36%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.01%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.95%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.16%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.86%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.81%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.64%	92.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.43%	85.30%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.55%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.52%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.27%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	81.00%	90.17%

Plants that contains it

• Isodon wikstroemioides

Cross-Links

• PubChem: 162941992
• LOTUS: LTS0230313
• wikiData: Q105227191