[(1S,2S,3S,5S,8R,9S,10S,11R,16S,18S)-9,10,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate

Details

• Internal ID: 7ca116cf-2c1a-4ca2-bd7d-65f38119f575
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,3S,5S,8R,9S,10S,11R,16S,18S)-9,10,18-trihydroxy-16-methoxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2C(C3(C1C45CCCC(C4C(C3(OC5OC)O)O)(C)C)C(=O)C2=C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]2[C@@H]([C@]3([C@@H]1[C@]45CCCC([C@H]4[C@@H]([C@]3(O[C@@H]5OC)O)O)(C)C)C(=O)C2=C)O
• InChI: InChI=1S/C23H32O8/c1-10-12-9-13(30-11(2)24)14-21-8-6-7-20(3,4)15(21)18(27)23(28,31-19(21)29-5)22(14,16(10)25)17(12)26/h12-15,17-19,26-28H,1,6-9H2,2-5H3/t12-,13-,14-,15+,17-,18-,19-,21+,22-,23+/m0/s1
• InChI Key: CWUBYYIFICODJA-BBWYSJLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₈
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.20971797 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.92
• 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	+	0.8620	86.20%
Caco-2	-	0.7458	74.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6820	68.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.8237	82.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6353	63.53%
BSEP inhibitior	-	0.6974	69.74%
P-glycoprotein inhibitior	-	0.6499	64.99%
P-glycoprotein substrate	-	0.5970	59.70%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.7004	70.04%
CYP2C19 inhibition	-	0.7259	72.59%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.7011	70.11%
CYP2C8 inhibition	+	0.4949	49.49%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.5870	58.70%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5663	56.63%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5580	55.80%
Acute Oral Toxicity (c)	III	0.3604	36.04%
Estrogen receptor binding	+	0.7648	76.48%
Androgen receptor binding	+	0.7073	70.73%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	+	0.6379	63.79%
Aromatase binding	+	0.6819	68.19%
PPAR gamma	+	0.7140	71.40%
Honey bee toxicity	-	0.6601	66.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9803	98.03%

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	97.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.94%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.92%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.50%	91.19%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.98%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.42%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.07%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.85%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.25%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.21%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Isodon xerophilus

Cross-Links

• PubChem: 162924155
• LOTUS: LTS0008352
• wikiData: Q104971525