[(1S,4S,6R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: d9ad2c6e-e455-4995-a58d-d3f6ee11b350
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4S,6R,9S,10S,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C3CCC4CC3(CCC2C1(C)C)CC4(CO)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CC[C@]2([C@H]3CC[C@@H]4C[C@@]3(CC[C@@H]2C1(C)C)C[C@@]4(CO)O)C
• InChI: InChI=1S/C25H40O4/c1-6-16(2)21(27)29-20-10-11-23(5)18(22(20,3)4)9-12-24-13-17(7-8-19(23)24)25(28,14-24)15-26/h6,17-20,26,28H,7-15H2,1-5H3/b16-6-/t17-,18-,19-,20-,23-,24+,25+/m1/s1
• InChI Key: UFAMYDZEYXDPRV-IALQOIMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₄
• Molecular Weight: 404.60 g/mol
• Exact Mass: 404.29265975 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.5466	54.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8577	85.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6318	63.18%
BSEP inhibitior	+	0.9130	91.30%
P-glycoprotein inhibitior	-	0.6399	63.99%
P-glycoprotein substrate	-	0.7059	70.59%
CYP3A4 substrate	+	0.7032	70.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8840	88.40%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.6229	62.29%
CYP2C19 inhibition	-	0.8791	87.91%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8614	86.14%
CYP2C8 inhibition	-	0.6534	65.34%
CYP inhibitory promiscuity	-	0.8899	88.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7259	72.59%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9674	96.74%
Skin irritation	+	0.5056	50.56%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4533	45.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7098	70.98%
skin sensitisation	-	0.8516	85.16%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6240	62.40%
Acute Oral Toxicity (c)	III	0.6157	61.57%
Estrogen receptor binding	+	0.8555	85.55%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.5533	55.33%
Glucocorticoid receptor binding	+	0.7461	74.61%
Aromatase binding	+	0.7456	74.56%
PPAR gamma	+	0.6307	63.07%
Honey bee toxicity	-	0.7090	70.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	95.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.51%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	88.33%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.50%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.15%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.62%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.24%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.24%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.05%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.00%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	82.69%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.57%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.45%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.96%	91.07%

Plants that contains it

• Robinsonia evenia

Cross-Links

• PubChem: 163051137
• LOTUS: LTS0218646
• wikiData: Q105271259