5-Hydroxy-5-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.12,6.02,8.013,17]octadec-10(17)-en-14-one

Details

• Internal ID: db121467-f1d1-426e-b4d4-23c0d23831d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: 5-hydroxy-5-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.12,6.02,8.013,17]octadec-10(17)-en-14-one
• InChI: InChI=1S/C20H28O4/c1-17-11-24-14-8-12-7-13-9-19(12,5-6-20(13,23)10-21)18(2,16(14)17)4-3-15(17)22/h12-13,21,23H,3-11H2,1-2H3
• InChI Key: SVMMZVBQPDGNTN-UHFFFAOYSA-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): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.8374	83.74%
Blood Brain Barrier	+	0.5166	51.66%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5910	59.10%
BSEP inhibitior	+	0.6184	61.84%
P-glycoprotein inhibitior	-	0.8234	82.34%
P-glycoprotein substrate	-	0.6423	64.23%
CYP3A4 substrate	+	0.6434	64.34%
CYP2C9 substrate	-	0.6298	62.98%
CYP2D6 substrate	-	0.8158	81.58%
CYP3A4 inhibition	-	0.8145	81.45%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.8215	82.15%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8373	83.73%
CYP2C8 inhibition	-	0.7477	74.77%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5233	52.33%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.5176	51.76%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6276	62.76%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6957	69.57%
Acute Oral Toxicity (c)	III	0.5335	53.35%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	+	0.6592	65.92%
Thyroid receptor binding	+	0.6718	67.18%
Glucocorticoid receptor binding	+	0.8328	83.28%
Aromatase binding	+	0.7215	72.15%
PPAR gamma	-	0.5398	53.98%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.46%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.17%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.80%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.73%	99.23%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.54%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.92%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.47%	94.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.73%	92.86%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163088525
• LOTUS: LTS0236517
• wikiData: Q104197704