[(1R,4S,5R,9R,10S,13R,15S)-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 627e1c45-861d-4c93-8ec0-d82733735298
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,4S,5R,9R,10S,13R,15S)-5-methoxycarbonyl-5,9-dimethyl-14-methylidene-15-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2C(=C)C3CCC4C2(C3)CCC5C4(CCCC5(C)C(=O)OC)C
• SMILES (Isomeric): C[C@@H]1[C@@](O1)(C)C(=O)O[C@H]2C(=C)[C@@H]3CC[C@@H]4[C@]2(C3)CC[C@H]5[C@@]4(CCC[C@@]5(C)C(=O)OC)C
• InChI: InChI=1S/C26H38O5/c1-15-17-8-9-19-23(3)11-7-12-24(4,21(27)29-6)18(23)10-13-26(19,14-17)20(15)30-22(28)25(5)16(2)31-25/h16-20H,1,7-14H2,2-6H3/t16-,17-,18+,19+,20+,23+,24-,25+,26-/m1/s1
• InChI Key: ZLUFZWBQPPVUMF-RGWYKFSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₅
• Molecular Weight: 430.60 g/mol
• Exact Mass: 430.27192431 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.5481	54.81%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6944	69.44%
P-glycoprotein inhibitior	+	0.6311	63.11%
P-glycoprotein substrate	-	0.6149	61.49%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8155	81.55%
CYP3A4 inhibition	-	0.7236	72.36%
CYP2C9 inhibition	-	0.7848	78.48%
CYP2C19 inhibition	-	0.7608	76.08%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	+	0.5373	53.73%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.8698	86.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6404	64.04%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8579	85.79%
Skin irritation	-	0.5964	59.64%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6549	65.49%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6552	65.52%
skin sensitisation	-	0.7512	75.12%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.3832	38.32%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.6792	67.92%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.8133	81.33%
Aromatase binding	+	0.7705	77.05%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.42%	97.25%
CHEMBL233	P35372	Mu opioid receptor	91.37%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.30%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.96%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.98%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	89.11%	83.82%
CHEMBL4072	P07858	Cathepsin B	87.75%	93.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.44%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.26%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.60%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.57%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.91%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.91%	91.07%
CHEMBL259	P32245	Melanocortin receptor 4	84.09%	95.38%
CHEMBL5255	O00206	Toll-like receptor 4	81.56%	92.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.95%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.19%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.17%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Wedelia grandiflora

Cross-Links

• PubChem: 163188678
• LOTUS: LTS0223432
• wikiData: Q105379175