[(1S,2S,4S,5S,6R,9R,10S,13R,16S)-6,16-dihydroxy-5-(hydroxymethyl)-5,9,13-trimethyl-2-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

Details

• Internal ID: 187adcf5-8fc6-4148-8919-1a6ece0788be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,2S,4S,5S,6R,9R,10S,13R,16S)-6,16-dihydroxy-5-(hydroxymethyl)-5,9,13-trimethyl-2-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
• InChI: InChI=1S/C22H34O5/c1-13(24)27-17-11-15-20(3,8-6-16(25)21(15,4)12-23)14-5-7-19(2)9-10-22(14,17)18(19)26/h9-10,14-18,23,25-26H,5-8,11-12H2,1-4H3/t14-,15-,16+,17-,18-,19+,20-,21+,22+/m0/s1
• InChI Key: CBGKDBOXACGOEG-LXWRTJFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• 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	+	0.9724	97.24%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6883	68.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7635	76.35%
BSEP inhibitior	+	0.6417	64.17%
P-glycoprotein inhibitior	-	0.7719	77.19%
P-glycoprotein substrate	-	0.7694	76.94%
CYP3A4 substrate	+	0.6910	69.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.8589	85.89%
CYP2C9 inhibition	-	0.7380	73.80%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.8277	82.77%
CYP2C8 inhibition	-	0.7421	74.21%
CYP inhibitory promiscuity	-	0.8805	88.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7327	73.27%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9621	96.21%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4709	47.09%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7050	70.50%
skin sensitisation	-	0.9180	91.80%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.4524	45.24%
Estrogen receptor binding	+	0.9042	90.42%
Androgen receptor binding	+	0.5922	59.22%
Thyroid receptor binding	+	0.7130	71.30%
Glucocorticoid receptor binding	+	0.8789	87.89%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.6975	69.75%
Honey bee toxicity	-	0.6196	61.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9836	98.36%

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	95.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.37%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.77%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.30%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.90%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	85.48%	91.19%
CHEMBL5028	O14672	ADAM10	84.86%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.46%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.35%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.13%	97.25%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 162921937
• LOTUS: LTS0276253
• wikiData: Q104952343