[(1S,2S,3S,5S,8R,9R,10S,11R,18R)-18-acetyloxy-9,10-dihydroxy-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: bd5b790c-d2d1-4481-a728-20904190aec2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,3S,5S,8R,9R,10S,11R,18R)-18-acetyloxy-9,10-dihydroxy-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(OC5)O)O)(C)C)C(=O)C2=C)OC(=O)C
• 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(OC5)O)O)(C)C)C(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C24H32O8/c1-11-14-9-15(31-12(2)25)16-22-8-6-7-21(4,5)17(22)19(28)24(29,30-10-22)23(16,18(11)27)20(14)32-13(3)26/h14-17,19-20,28-29H,1,6-10H2,2-5H3/t14-,15-,16-,17+,19-,20+,22+,23-,24-/m0/s1
• InChI Key: CJGVLHMZHOIFNY-PTHGTLMLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9189	91.89%
Caco-2	-	0.6432	64.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8558	85.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.8577	85.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6308	63.08%
BSEP inhibitior	-	0.6285	62.85%
P-glycoprotein inhibitior	-	0.4834	48.34%
P-glycoprotein substrate	-	0.6928	69.28%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	-	0.7792	77.92%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.6135	61.35%
CYP2C8 inhibition	+	0.4718	47.18%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6783	67.83%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.5218	52.18%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5201	52.01%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5291	52.91%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.4394	43.94%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.6866	68.66%
Thyroid receptor binding	-	0.5188	51.88%
Glucocorticoid receptor binding	+	0.6989	69.89%
Aromatase binding	+	0.7166	71.66%
PPAR gamma	+	0.6543	65.43%
Honey bee toxicity	-	0.7132	71.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	93.28%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.54%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.28%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.89%	82.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.78%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.72%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.32%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.78%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.19%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.10%	93.04%

Plants that contains it

• Isodon rosthornii

Cross-Links

• PubChem: 71745711
• LOTUS: LTS0131126
• wikiData: Q104961062