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

Details

• Internal ID: 1f6a1f9d-6e1e-48c1-9993-75e0a02b54a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,3S,5S,8R,9S,10S,11R,18R)-3,9,18-trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-10-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(CCCC23COC1(C45C3C(CC(C4O)C(=C)C5=O)O)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@]3(CCCC2(C)C)CO[C@]1([C@]45[C@H]3[C@H](C[C@H]([C@H]4O)C(=C)C5=O)O)O
• InChI: InChI=1S/C22H30O7/c1-10-12-8-13(24)14-20-7-5-6-19(3,4)15(20)18(29-11(2)23)22(27,28-9-20)21(14,16(10)25)17(12)26/h12-15,17-18,24,26-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,17+,18-,20+,21-,22+/m0/s1
• InChI Key: QEEKWUGVLLUBQB-NGPIVHDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	-	0.6879	68.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7728	77.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7858	78.58%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6965	69.65%
BSEP inhibitior	-	0.7107	71.07%
P-glycoprotein inhibitior	-	0.7358	73.58%
P-glycoprotein substrate	-	0.6948	69.48%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8033	80.33%
CYP2C9 inhibition	-	0.6425	64.25%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8025	80.25%
CYP2C8 inhibition	-	0.5610	56.10%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9252	92.52%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7163	71.63%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5327	53.27%
skin sensitisation	-	0.8594	85.94%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6311	63.11%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.6900	69.00%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	+	0.6650	66.50%
Aromatase binding	+	0.5935	59.35%
PPAR gamma	+	0.5744	57.44%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	98.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.00%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	89.12%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.12%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.15%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.93%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.14%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.10%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.85%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	83.06%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.04%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.84%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.32%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	81.11%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.57%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.17%	93.04%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.06%	83.00%

Plants that contains it

• Isodon xerophilus

Cross-Links

• PubChem: 10476429
• LOTUS: LTS0218185
• wikiData: Q105219144