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

Details

• Internal ID: 40068b57-6d93-4dd3-adea-a188f048c86b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4S,6R,9S,10S,13R)-14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
• InChI: InChI=1S/C22H34O3/c1-14(24)25-19-8-9-21(4)17(20(19,2)3)7-10-22-11-15(5-6-18(21)22)16(12-22)13-23/h12,15,17-19,23H,5-11,13H2,1-4H3/t15-,17-,18+,19-,21-,22+/m1/s1
• InChI Key: AWZPBJFLHAFGDK-KYRPMQACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.6944	69.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8023	80.23%
OATP2B1 inhibitior	-	0.8697	86.97%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.8654	86.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7245	72.45%
P-glycoprotein inhibitior	-	0.6282	62.82%
P-glycoprotein substrate	-	0.7601	76.01%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.8844	88.44%
CYP2C9 inhibition	-	0.6477	64.77%
CYP2C19 inhibition	-	0.7632	76.32%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.8123	81.23%
CYP2C8 inhibition	-	0.6525	65.25%
CYP inhibitory promiscuity	-	0.7206	72.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5988	59.88%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9537	95.37%
Skin irritation	-	0.5307	53.07%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6032	60.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8044	80.44%
skin sensitisation	-	0.7380	73.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.7982	79.82%
Estrogen receptor binding	+	0.9058	90.58%
Androgen receptor binding	+	0.5243	52.43%
Thyroid receptor binding	+	0.7391	73.91%
Glucocorticoid receptor binding	+	0.8740	87.40%
Aromatase binding	+	0.7008	70.08%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.8118	81.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.46%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.00%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.29%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.41%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.66%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.04%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.15%	92.62%
CHEMBL5028	O14672	ADAM10	80.77%	97.50%

Plants that contains it

• Macaranga tanarius

Cross-Links

• PubChem: 54754356
• LOTUS: LTS0163257
• wikiData: Q104920386