[5,6,11-Trihydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.02,4.06,10.014,16]hexadec-8-en-14-yl] tetradeca-2,4-dienoate

Details

• Internal ID: 15b8f071-650d-4329-bbca-1df416798157
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [5,6,11-trihydroxy-4-(hydroxymethyl)-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.02,4.06,10.014,16]hexadec-8-en-14-yl] tetradeca-2,4-dienoate
• SMILES (Canonical): CCCCCCCCCC=CC=CC(=O)OC12CC(C3(C4C=C(C(=O)C4(C(C5(C(C3C1C2(C)C)O5)CO)O)O)C)O)C
• SMILES (Isomeric): CCCCCCCCCC=CC=CC(=O)OC12CC(C3(C4C=C(C(=O)C4(C(C5(C(C3C1C2(C)C)O5)CO)O)O)C)O)C
• InChI: InChI=1S/C34H50O8/c1-6-7-8-9-10-11-12-13-14-15-16-17-24(36)41-32-19-22(3)33(39)23-18-21(2)27(37)34(23,40)29(38)31(20-35)28(42-31)25(33)26(32)30(32,4)5/h14-18,22-23,25-26,28-29,35,38-40H,6-13,19-20H2,1-5H3
• InChI Key: BRIOQTDLFXBKFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₈
• Molecular Weight: 586.80 g/mol
• Exact Mass: 586.35056855 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9259	92.59%
Caco-2	-	0.8119	81.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7895	78.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9125	91.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9078	90.78%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.5785	57.85%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.6157	61.57%
CYP2C9 inhibition	+	0.7182	71.82%
CYP2C19 inhibition	-	0.7760	77.60%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.7303	73.03%
CYP2C8 inhibition	+	0.6563	65.63%
CYP inhibitory promiscuity	-	0.8377	83.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7539	75.39%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5597	55.97%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5439	54.39%
Acute Oral Toxicity (c)	III	0.4896	48.96%
Estrogen receptor binding	+	0.7040	70.40%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.5755	57.55%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.5414	54.14%
Honey bee toxicity	-	0.8375	83.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6417	64.17%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.82%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	95.63%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.64%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.60%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	88.19%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.22%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.39%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.03%	92.32%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.63%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.25%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.04%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.54%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.54%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.60%	94.75%

Plants that contains it

• Pimelea simplex

Cross-Links

• PubChem: 77916136
• LOTUS: LTS0011812
• wikiData: Q104944837