(1S,4S,5R,9S,10S,13S,15R)-15-but-3-enoyloxy-5,9-dimethyl-14-methylidene-3-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: e5ccab84-2f60-4ab9-b6c3-8ecdee606648
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9S,10S,13S,15R)-15-but-3-enoyloxy-5,9-dimethyl-14-methylidene-3-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C24H32O5/c1-5-7-18(26)29-20-14(2)15-8-9-17-22(3)10-6-11-23(4,21(27)28)19(22)16(25)13-24(17,20)12-15/h5,15,17,19-20H,1-2,6-13H2,3-4H3,(H,27,28)/t15-,17-,19-,20+,22-,23+,24-/m0/s1
• InChI Key: OQKHZRSIRIZAAU-JXLVSMLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.22497412 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.5162	51.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7975	79.75%
OATP1B3 inhibitior	-	0.2422	24.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.6234	62.34%
P-glycoprotein inhibitior	-	0.5562	55.62%
P-glycoprotein substrate	-	0.7090	70.90%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.7748	77.48%
CYP2C9 inhibition	-	0.8833	88.33%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.8129	81.29%
CYP2C8 inhibition	-	0.5679	56.79%
CYP inhibitory promiscuity	-	0.8704	87.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8862	88.62%
Skin irritation	+	0.5669	56.69%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7032	70.32%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5184	51.84%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	+	0.7560	75.60%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.6539	65.39%
Glucocorticoid receptor binding	+	0.8180	81.80%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	-	0.4925	49.25%
Honey bee toxicity	-	0.8335	83.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.63%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.30%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.25%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.73%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	86.45%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.12%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.84%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.95%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.35%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.37%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.29%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.18%	92.94%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.13%	80.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.20%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	80.05%	97.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.01%	95.17%

Plants that contains it

• Blepharispermum hirtum

Cross-Links

• PubChem: 162950437
• LOTUS: LTS0085824
• wikiData: Q105196911