Clavirolide A

Details

• Internal ID: de5027e5-eaf8-462f-bbea-b0e4c640128c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: (1R,3S,7E,10S,17R)-17-hydroxy-3,7,10,14-tetramethyl-16-oxatricyclo[8.6.1.013,17]heptadeca-7,13-diene-5,15-dione
• SMILES (Canonical): CC1CC2C3(C(=C(C(=O)O2)C)CCC3(CC=C(CC(=O)C1)C)C)O
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@@]3(C(=C(C(=O)O2)C)CC[C@]3(C/C=C(/CC(=O)C1)\C)C)O
• InChI: InChI=1S/C20H28O4/c1-12-5-7-19(4)8-6-16-14(3)18(22)24-17(20(16,19)23)11-13(2)10-15(21)9-12/h5,13,17,23H,6-11H2,1-4H3/b12-5+/t13-,17-,19-,20-/m1/s1
• InChI Key: JVYXSCVDLGVIRM-NOYREHSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 132750-47-1
• (1R,3S,7E,10S,17R)-17-hydroxy-3,7,10,14-tetramethyl-16-oxatricyclo[8.6.1.013,17]heptadeca-7,13-diene-5,15-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.7942	79.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8277	82.77%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5592	55.92%
BSEP inhibitior	-	0.4868	48.68%
P-glycoprotein inhibitior	-	0.7525	75.25%
P-glycoprotein substrate	-	0.7479	74.79%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.9183	91.83%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.5453	54.53%
CYP2C8 inhibition	-	0.7252	72.52%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8016	80.16%
Skin irritation	+	0.6620	66.20%
Skin corrosion	-	0.8960	89.60%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6562	65.62%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7931	79.31%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5748	57.48%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.5788	57.88%
Androgen receptor binding	+	0.5691	56.91%
Thyroid receptor binding	+	0.7173	71.73%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	-	0.5444	54.44%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	95.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.44%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.97%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.05%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.16%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.00%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.89%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21671023
• LOTUS: LTS0172543
• wikiData: Q75052878