11-Hydroxy-8,9-bis(hydroxymethyl)-7,7-dimethyl-14-methylidene-3-oxatetracyclo[11.2.1.01,10.04,9]hexadecane-2,15-dione

Details

• Internal ID: 68567dd6-095c-4753-b2d3-121733872395
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 11-hydroxy-8,9-bis(hydroxymethyl)-7,7-dimethyl-14-methylidene-3-oxatetracyclo[11.2.1.01,10.04,9]hexadecane-2,15-dione
• SMILES (Canonical): CC1(CCC2C(C1CO)(C3C(CC4CC3(C(=O)C4=C)C(=O)O2)O)CO)C
• SMILES (Isomeric): CC1(CCC2C(C1CO)(C3C(CC4CC3(C(=O)C4=C)C(=O)O2)O)CO)C
• InChI: InChI=1S/C20H28O6/c1-10-11-6-12(23)15-19(7-11,16(10)24)17(25)26-14-4-5-18(2,3)13(8-21)20(14,15)9-22/h11-15,21-23H,1,4-9H2,2-3H3
• InChI Key: CASWVUOFMIZHIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9187	91.87%
Caco-2	-	0.5663	56.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7323	73.23%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5420	54.20%
BSEP inhibitior	-	0.8099	80.99%
P-glycoprotein inhibitior	-	0.8066	80.66%
P-glycoprotein substrate	-	0.6714	67.14%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.7411	74.11%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.8034	80.34%
CYP2C8 inhibition	-	0.7974	79.74%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.5320	53.20%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5501	55.01%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8111	81.11%
Acute Oral Toxicity (c)	III	0.4275	42.75%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.7027	70.27%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.7250	72.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.7961	79.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9859	98.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.86%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.87%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.96%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.75%	95.50%
CHEMBL1871	P10275	Androgen Receptor	84.21%	96.43%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.19%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%

Plants that contains it

• Isodon longitubus

Cross-Links

• PubChem: 163002585
• LOTUS: LTS0204664
• wikiData: Q104951892