(5alpha,8alpha,9R,10beta)-15-Oxocleroda-3,13-diene-16,17-dioic acid

Details

• Internal ID: 1654cad2-0f7f-4a30-9690-944fe90fef63
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,4aR,8aR)-1-[(Z)-3-carboxy-5-oxopent-3-enyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC(=CC=O)C(=O)O)C(=O)O)C
• SMILES (Isomeric): CC1=CCC[C@H]2[C@]1(CC[C@H]([C@]2(C)CC/C(=C/C=O)/C(=O)O)C(=O)O)C
• InChI: InChI=1S/C20H28O5/c1-13-5-4-6-16-19(13,2)11-8-15(18(24)25)20(16,3)10-7-14(9-12-21)17(22)23/h5,9,12,15-16H,4,6-8,10-11H2,1-3H3,(H,22,23)(H,24,25)/b14-9-/t15-,16-,19-,20-/m0/s1
• InChI Key: MZUWQYKAWILNGT-RSIBKCHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.6292	62.92%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8633	86.33%
OATP1B3 inhibitior	-	0.3313	33.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.7107	71.07%
P-glycoprotein inhibitior	-	0.6486	64.86%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.9115	91.15%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.6084	60.84%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7558	75.58%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5547	55.47%
skin sensitisation	+	0.8083	80.83%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6855	68.55%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.6567	65.67%
Thyroid receptor binding	+	0.5557	55.57%
Glucocorticoid receptor binding	+	0.6395	63.95%
Aromatase binding	+	0.5979	59.79%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.40%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.68%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.65%	94.45%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.54%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.11%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.58%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.42%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.97%	93.00%

Plants that contains it

• Diplostephium floribundum

Cross-Links

• PubChem: 101618877
• LOTUS: LTS0044301
• wikiData: Q105176078