[(1S,2S,5S,8R,9S,10S,11R,12R,13R,15R,18R)-9,10,13,15,18-pentahydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate

Details

• Internal ID: da5051a0-a608-4b7a-a39b-2a27dad75f7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,5S,8R,9S,10S,11R,12R,13R,15R,18R)-9,10,13,15,18-pentahydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C(CC(C23C1C(C(C45C2CCC(C4O)C(=C)C5=O)(OC3)O)O)O)O)C
• SMILES (Isomeric): CC(=O)OC[C@@]1([C@@H](C[C@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)C(=C)C5=O)(OC3)O)O)O)O)C
• InChI: InChI=1S/C22H30O9/c1-9-11-4-5-12-20-8-31-22(29,21(12,16(9)26)17(11)27)18(28)15(20)19(3,7-30-10(2)23)13(24)6-14(20)25/h11-15,17-18,24-25,27-29H,1,4-8H2,2-3H3/t11-,12-,13+,14+,15+,17+,18-,19+,20+,21-,22+/m0/s1
• InChI Key: BKTVHCJQIOTFPT-ZSLLSLKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₉
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.18898253 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7428	74.28%
Caco-2	-	0.7906	79.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8254	82.54%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7617	76.17%
BSEP inhibitior	-	0.6670	66.70%
P-glycoprotein inhibitior	-	0.7238	72.38%
P-glycoprotein substrate	-	0.5921	59.21%
CYP3A4 substrate	+	0.6810	68.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8550	85.50%
CYP2C8 inhibition	+	0.5314	53.14%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7220	72.20%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.5286	52.86%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5855	58.55%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8955	89.55%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7142	71.42%
Acute Oral Toxicity (c)	I	0.4605	46.05%
Estrogen receptor binding	+	0.8173	81.73%
Androgen receptor binding	+	0.6830	68.30%
Thyroid receptor binding	+	0.5435	54.35%
Glucocorticoid receptor binding	+	0.7696	76.96%
Aromatase binding	+	0.7634	76.34%
PPAR gamma	-	0.4910	49.10%
Honey bee toxicity	-	0.7236	72.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9886	98.86%

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	96.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.84%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.43%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.47%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.37%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.59%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.23%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.22%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	85.97%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.90%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.30%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.05%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.69%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%

Plants that contains it

• Isodon xerophilus

Cross-Links

• PubChem: 163103526
• LOTUS: LTS0039203
• wikiData: Q104937789