[(1S,2S,3S,7R,8S,9S,10S,11R,18R)-10-acetyloxy-7,9,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Details

• Internal ID: 8c7b17b2-f285-42a7-91c7-75f30c1099c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,3S,7R,8S,9S,10S,11R,18R)-10-acetyloxy-7,9,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(C3(C1C45CCCC(C4C(C3(OC5)O)OC(=O)C)(C)C)C(C2=C)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1CC2[C@H]([C@@]3([C@@H]1[C@@]45CCCC([C@H]4[C@@H]([C@]3(OC5)O)OC(=O)C)(C)C)[C@@H](C2=C)O)O
• InChI: InChI=1S/C24H34O8/c1-11-14-9-15(31-12(2)25)16-22-8-6-7-21(4,5)17(22)20(32-13(3)26)24(29,30-10-22)23(16,18(11)27)19(14)28/h14-20,27-29H,1,6-10H2,2-5H3/t14?,15-,16-,17+,18+,19+,20-,22-,23+,24+/m0/s1
• InChI Key: MXUAEXLFUVYPMG-NKABXLJMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.22536804 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9147	91.47%
Caco-2	-	0.7455	74.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8125	81.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.8783	87.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6173	61.73%
BSEP inhibitior	-	0.7122	71.22%
P-glycoprotein inhibitior	-	0.6202	62.02%
P-glycoprotein substrate	-	0.6806	68.06%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.6615	66.15%
CYP2C19 inhibition	-	0.8336	83.36%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.7325	73.25%
CYP2C8 inhibition	+	0.6018	60.18%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.5418	54.18%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5539	55.39%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4851	48.51%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.6024	60.24%
Glucocorticoid receptor binding	+	0.7178	71.78%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.6032	60.32%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	96.70%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.13%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.54%	82.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.23%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	89.19%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.40%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.04%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.08%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.95%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.05%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.38%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.12%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.99%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.85%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.82%	95.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.09%	100.00%

Plants that contains it

• Isodon xerophilus

Cross-Links

• PubChem: 163185544
• LOTUS: LTS0051747
• wikiData: Q105174619