15-Acetyloxy-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: b36a7070-25f5-449d-b15f-eb943b0212a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 15-acetyloxy-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC(=O)OC1C(=C)C2CCC3(C1(C2)CCC4C3(CCCC4(C)C(=O)O)C)O
• SMILES (Isomeric): CC(=O)OC1C(=C)C2CCC3(C1(C2)CCC4C3(CCCC4(C)C(=O)O)C)O
• InChI: InChI=1S/C22H32O5/c1-13-15-6-11-22(26)20(4)9-5-8-19(3,18(24)25)16(20)7-10-21(22,12-15)17(13)27-14(2)23/h15-17,26H,1,5-12H2,2-4H3,(H,24,25)
• InChI Key: NHVPLPOXAIQJNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 4
• 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	+	0.9883	98.83%
Caco-2	+	0.5778	57.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	-	0.3532	35.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7124	71.24%
BSEP inhibitior	-	0.6821	68.21%
P-glycoprotein inhibitior	-	0.6700	67.00%
P-glycoprotein substrate	-	0.7182	71.82%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.7465	74.65%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9610	96.10%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	-	0.6818	68.18%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6049	60.49%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8302	83.02%
Skin irritation	+	0.6554	65.54%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5480	54.80%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7802	78.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.6305	63.05%
Acute Oral Toxicity (c)	I	0.4458	44.58%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.6745	67.45%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.8136	81.36%
Aromatase binding	+	0.7610	76.10%
PPAR gamma	+	0.5556	55.56%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6105	61.05%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.77%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.90%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.21%	82.69%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.16%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.08%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	80.70%	93.07%

Plants that contains it

• Wedelia hookeriana

Cross-Links

• PubChem: 76401245
• LOTUS: LTS0192203
• wikiData: Q105179623