[(1R,2S,4S,5S,9R,10S,13R)-2-hydroxy-5,9-dimethyl-14-methylidene-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl hexadecanoate

Details

• Internal ID: a263bfcd-83b0-4d7e-adb6-54d900f7a8c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,4S,5S,9R,10S,13R)-2-hydroxy-5,9-dimethyl-14-methylidene-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1(CCCC2(C1CC(C34C2CCC(C3)C(=C)C4)O)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@]1(CCC[C@@]2([C@@H]1C[C@@H]([C@]34[C@H]2CC[C@H](C3)C(=C)C4)O)C)C
• InChI: InChI=1S/C36H62O3/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-19-33(38)39-27-34(3)22-18-23-35(4)30-21-20-29-26-36(30,25-28(29)2)32(37)24-31(34)35/h29-32,37H,2,5-27H2,1,3-4H3/t29-,30+,31-,32+,34-,35+,36+/m1/s1
• InChI Key: HTNBQZVNRCSFKD-GOCZPYHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₃
• Molecular Weight: 542.90 g/mol
• Exact Mass: 542.46989584 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 11.90
• Atomic LogP (AlogP): 9.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7398	73.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7880	78.80%
P-glycoprotein inhibitior	+	0.5859	58.59%
P-glycoprotein substrate	-	0.5058	50.58%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.7805	78.05%
CYP2C9 inhibition	-	0.5922	59.22%
CYP2C19 inhibition	-	0.6850	68.50%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.5970	59.70%
CYP inhibitory promiscuity	-	0.7360	73.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8402	84.02%
Skin irritation	-	0.5632	56.32%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3809	38.09%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.7536	75.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8102	81.02%
Acute Oral Toxicity (c)	III	0.6537	65.37%
Estrogen receptor binding	+	0.6853	68.53%
Androgen receptor binding	+	0.5735	57.35%
Thyroid receptor binding	-	0.6775	67.75%
Glucocorticoid receptor binding	-	0.4915	49.15%
Aromatase binding	+	0.5855	58.55%
PPAR gamma	+	0.5528	55.28%
Honey bee toxicity	-	0.8955	89.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6884	68.84%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.81%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	97.40%	98.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.87%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	94.99%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.65%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.51%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.89%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.30%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	92.80%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.67%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.45%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.95%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	89.66%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.14%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.74%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.95%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.87%	97.29%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.25%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.41%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	80.94%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.93%	100.00%

Plants that contains it

• Sideritis cystosiphon
• Sideritis ferrensis
• Sideritis soluta

Cross-Links

• PubChem: 101615202
• LOTUS: LTS0152726
• wikiData: Q105033516