(2R,5R,6R)-6-hydroxy-2,6,8,9-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-1-oxaspiro[4.5]dec-8-ene-7,10-dione

Details

• Internal ID: c096801d-b9c0-4c32-9d7c-b1c02ee08cf8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,5R,6R)-6-hydroxy-2,6,8,9-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-1-oxaspiro[4.5]dec-8-ene-7,10-dione
• SMILES (Canonical): CC1=C(C(=O)C2(CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C(C1=O)(C)O)C
• SMILES (Isomeric): CC1=C(C(=O)[C@@]2(CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@](C1=O)(C)O)C
• InChI: InChI=1S/C29H50O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-27(7)18-19-29(33-27)26(31)24(6)23(5)25(30)28(29,8)32/h20-22,32H,9-19H2,1-8H3/t21-,22-,27-,28+,29+/m1/s1
• InChI Key: XSELOQGXDYVVCH-CYDJTLQWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₄
• Molecular Weight: 462.70 g/mol
• Exact Mass: 462.37091007 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• BDBM50041412

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.4905	49.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8567	85.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5186	51.86%
BSEP inhibitior	+	0.7647	76.47%
P-glycoprotein inhibitior	-	0.5238	52.38%
P-glycoprotein substrate	-	0.6976	69.76%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.7326	73.26%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.7695	76.95%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.7470	74.70%
CYP2C8 inhibition	-	0.8923	89.23%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8944	89.44%
Skin irritation	+	0.5594	55.94%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.7363	73.63%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8529	85.29%
Acute Oral Toxicity (c)	III	0.4554	45.54%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.6421	64.21%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	+	0.6831	68.31%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	-	0.5054	50.54%
Honey bee toxicity	-	0.9521	95.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	92.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.79%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.66%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.86%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	81.50%	93.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.81%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118721519
• LOTUS: LTS0148247
• wikiData: Q105340989