(1S,2S,4S,7S,9R,11R,13R)-13-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.02,4.07,9]hexadec-14-ene-12,16-dione

Details

• Internal ID: a3af972d-0f13-4053-9f16-23c9baa87603
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2S,4S,7S,9R,11R,13R)-13-hydroxy-4,8,8,11,15-pentamethyl-3-oxatetracyclo[11.3.0.02,4.07,9]hexadec-14-ene-12,16-dione
• SMILES (Canonical): CC1CC2C(C2(C)C)CCC3(C(O3)C4C(=O)C(=CC4(C1=O)O)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@H](C2(C)C)CC[C@]3([C@@H](O3)[C@@H]4C(=O)C(=C[C@@]4(C1=O)O)C)C
• InChI: InChI=1S/C20H28O4/c1-10-8-13-12(18(13,3)4)6-7-19(5)17(24-19)14-15(21)11(2)9-20(14,23)16(10)22/h9-10,12-14,17,23H,6-8H2,1-5H3/t10-,12+,13-,14+,17+,19+,20-/m1/s1
• InChI Key: XZYCFPQDVLVQIF-XNSVGLNPSA-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): 66.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.6176	61.76%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6701	67.01%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5186	51.86%
BSEP inhibitior	-	0.8723	87.23%
P-glycoprotein inhibitior	-	0.5977	59.77%
P-glycoprotein substrate	-	0.7297	72.97%
CYP3A4 substrate	+	0.6567	65.67%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.7531	75.31%
CYP2C19 inhibition	-	0.7973	79.73%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	+	0.6053	60.53%
CYP2C8 inhibition	-	0.7358	73.58%
CYP inhibitory promiscuity	-	0.9523	95.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9191	91.91%
Skin irritation	+	0.5677	56.77%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.7293	72.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.4745	47.45%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.6816	68.16%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6093	60.93%
Acute Oral Toxicity (c)	III	0.4758	47.58%
Estrogen receptor binding	+	0.7469	74.69%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.7207	72.07%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	-	0.6167	61.67%
PPAR gamma	-	0.5267	52.67%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9619	96.19%

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	91.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.36%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.43%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.24%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Jatropha grossidentata

Cross-Links

• PubChem: 162880232
• LOTUS: LTS0234800
• wikiData: Q105345253