12beta-Hydroxykulactone

Details

• Internal ID: b17319ec-621a-4219-8454-f64ae1516d47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4S,7R,8S,9S,10R,12R,13R,18R)-10-hydroxy-2,9,13,17,17-pentamethyl-7-(4-methylpent-3-enyl)-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-ene-6,16-dione
• SMILES (Canonical): CC(=CCCC1C2C(CC3(C2(C(CC4C3=CCC5C4(CCC(=O)C5(C)C)C)O)C)C)OC1=O)C
• SMILES (Isomeric): CC(=CCC[C@@H]1[C@@H]2[C@H](C[C@]3([C@]2([C@@H](C[C@H]4C3=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)O)C)C)OC1=O)C
• InChI: InChI=1S/C30H44O4/c1-17(2)9-8-10-18-25-21(34-26(18)33)16-29(6)19-11-12-22-27(3,4)23(31)13-14-28(22,5)20(19)15-24(32)30(25,29)7/h9,11,18,20-22,24-25,32H,8,10,12-16H2,1-7H3/t18-,20+,21+,22+,24-,25-,28-,29-,30+/m1/s1
• InChI Key: UBPWASPNRWXDEI-UHJNRKMWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₄
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.32395988 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL464813

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.5102	51.02%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8124	81.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9608	96.08%
P-glycoprotein inhibitior	+	0.6735	67.35%
P-glycoprotein substrate	-	0.5851	58.51%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	+	0.5351	53.51%
CYP2C9 inhibition	-	0.8908	89.08%
CYP2C19 inhibition	-	0.9195	91.95%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	-	0.5871	58.71%
CYP inhibitory promiscuity	-	0.8671	86.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5713	57.13%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9419	94.19%
Skin irritation	+	0.6944	69.44%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5272	52.72%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7456	74.56%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5406	54.06%
Acute Oral Toxicity (c)	III	0.7920	79.20%
Estrogen receptor binding	+	0.7711	77.11%
Androgen receptor binding	+	0.7514	75.14%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	+	0.8735	87.35%
Aromatase binding	+	0.7298	72.98%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	95.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.63%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.80%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.38%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.28%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

• Melia azedarach
• Melia volkensii

Cross-Links

• PubChem: 10367373
• LOTUS: LTS0180832
• wikiData: Q105269575