[(1S,2R,4R,5R,6S,9S,10R,13S,14S,16S)-2,6-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-5-yl]methyl acetate

Details

• Internal ID: fe5e0b8b-c114-4dd0-945d-58d8c4f10f69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2R,4R,5R,6S,9S,10R,13S,14S,16S)-2,6-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-5-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C(CCC2(C1CC(C34C2CCC(C3)C5(C4O5)CO)O)C)O)C
• SMILES (Isomeric): CC(=O)OC[C@@]1([C@H](CC[C@]2([C@H]1C[C@H]([C@@]34[C@@H]2CC[C@@H](C3)[C@@]5([C@H]4O5)CO)O)C)O)C
• InChI: InChI=1S/C22H34O6/c1-12(24)27-11-20(3)15-8-17(26)21-9-13(22(10-23)18(21)28-22)4-5-14(21)19(15,2)7-6-16(20)25/h13-18,23,25-26H,4-11H2,1-3H3/t13-,14+,15+,16-,17+,18-,19+,20-,21-,22+/m0/s1
• InChI Key: RZWRJIIJVUJQGK-DGPUFTESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8690	86.90%
Caco-2	-	0.6282	62.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7236	72.36%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8128	81.28%
P-glycoprotein inhibitior	-	0.7383	73.83%
P-glycoprotein substrate	-	0.6695	66.95%
CYP3A4 substrate	+	0.7083	70.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.7348	73.48%
CYP2C19 inhibition	-	0.7388	73.88%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8005	80.05%
CYP2C8 inhibition	-	0.5997	59.97%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7068	70.68%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6907	69.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.6177	61.77%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7583	75.83%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5601	56.01%
Acute Oral Toxicity (c)	I	0.4965	49.65%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.6117	61.17%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.7718	77.18%
Aromatase binding	+	0.7853	78.53%
PPAR gamma	+	0.5200	52.00%
Honey bee toxicity	-	0.7369	73.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8447	84.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.92%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	91.31%	91.65%
CHEMBL340	P08684	Cytochrome P450 3A4	89.50%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.35%	95.50%
CHEMBL204	P00734	Thrombin	86.73%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	86.18%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.52%	100.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	84.08%	87.16%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.36%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.75%	96.61%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.75%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.51%	97.28%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.37%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL5028	O14672	ADAM10	80.25%	97.50%

Plants that contains it

• Sideritis hirsuta

Cross-Links

• PubChem: 162976624
• LOTUS: LTS0189237
• wikiData: Q105248670