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

Details

• Internal ID: 35a08702-a126-46ff-bef2-5defb365b82b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2S,5R,8S,9S,10S,11R,15S)-10-acetyloxy-9-hydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-15-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC(C2C13COC(C2OC(=O)C)(C45C3CCC(C4)C(=C)C5=O)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CCC([C@@H]2[C@@]13CO[C@]([C@H]2OC(=O)C)([C@]45[C@H]3CC[C@H](C4)C(=C)C5=O)O)(C)C
• InChI: InChI=1S/C24H32O7/c1-12-15-6-7-16-22-11-29-24(28,23(16,10-15)19(12)27)20(31-14(3)26)18(22)21(4,5)9-8-17(22)30-13(2)25/h15-18,20,28H,1,6-11H2,2-5H3/t15-,16+,17+,18-,20+,22-,23+,24-/m1/s1
• InChI Key: JTNSTKUEMUFKOQ-WBXRFQILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	-	0.5336	53.36%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8420	84.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.8298	82.98%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	+	0.5837	58.37%
P-glycoprotein inhibitior	-	0.5135	51.35%
P-glycoprotein substrate	-	0.6950	69.50%
CYP3A4 substrate	+	0.6732	67.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.6167	61.67%
CYP2C19 inhibition	-	0.7632	76.32%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.5895	58.95%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8552	85.52%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6627	66.27%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6518	65.18%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7898	78.98%
Acute Oral Toxicity (c)	III	0.4541	45.41%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.5530	55.30%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.5307	53.07%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.8103	81.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9954	99.54%

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	96.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.94%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.58%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.16%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.12%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.49%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.87%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.57%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.02%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.69%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.06%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	80.78%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.71%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.51%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%

Plants that contains it

• Isodon longitubus

Cross-Links

• PubChem: 162901438
• LOTUS: LTS0124772
• wikiData: Q105134882