3-[(1R,3R,5R,6S,9Z,10R)-1,6-dihydroxy-6-methyl-9-(1-oxopropan-2-ylidene)-3-[(1E,3E,5E)-2,6,10-trimethylundeca-1,3,5,9-tetraenyl]-2-oxaspiro[4.5]decan-10-yl]propyl octanoate

Details

• Internal ID: c21ca12b-3f1b-424b-97a3-d1bd79ab34a8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: 3-[(1R,3R,5R,6S,9Z,10R)-1,6-dihydroxy-6-methyl-9-(1-oxopropan-2-ylidene)-3-[(1E,3E,5E)-2,6,10-trimethylundeca-1,3,5,9-tetraenyl]-2-oxaspiro[4.5]decan-10-yl]propyl octanoate
• SMILES (Canonical): CCCCCCCC(=O)OCCCC1C(=C(C)C=O)CCC(C12CC(OC2O)C=C(C)C=CC=C(C)CCC=C(C)C)(C)O
• SMILES (Isomeric): CCCCCCCC(=O)OCCC[C@@H]1/C(=C(/C)\C=O)/CC[C@]([C@@]12C[C@@H](O[C@H]2O)/C=C(\C)/C=C/C=C(\C)/CCC=C(C)C)(C)O
• InChI: InChI=1S/C38H60O6/c1-8-9-10-11-12-21-35(40)43-24-15-20-34-33(31(6)27-39)22-23-37(7,42)38(34)26-32(44-36(38)41)25-30(5)19-14-18-29(4)17-13-16-28(2)3/h14,16,18-19,25,27,32,34,36,41-42H,8-13,15,17,20-24,26H2,1-7H3/b19-14+,29-18+,30-25+,33-31-/t32-,34+,36+,37-,38-/m0/s1
• InChI Key: YTKIDWSBNOYJSZ-KLYKYLRBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₆
• Molecular Weight: 612.90 g/mol
• Exact Mass: 612.43898963 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 8.64
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.7770	77.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7989	79.89%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6657	66.57%
BSEP inhibitior	+	0.9959	99.59%
P-glycoprotein inhibitior	+	0.8177	81.77%
P-glycoprotein substrate	+	0.6456	64.56%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	+	0.5170	51.70%
CYP2C9 inhibition	-	0.6220	62.20%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8436	84.36%
CYP2C8 inhibition	+	0.7186	71.86%
CYP inhibitory promiscuity	-	0.7765	77.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.5386	53.86%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7038	70.38%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7652	76.52%
Acute Oral Toxicity (c)	III	0.3457	34.57%
Estrogen receptor binding	+	0.8387	83.87%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.8108	81.08%
Aromatase binding	+	0.6382	63.82%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6818	68.18%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.62%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.90%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.84%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	95.35%	98.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.66%	95.50%
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.64%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.38%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.90%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.21%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.51%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.38%	80.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.21%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.85%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.51%	94.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.42%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.23%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	83.62%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.47%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.43%	89.05%
CHEMBL259	P32245	Melanocortin receptor 4	83.24%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.10%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.82%	95.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.10%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	80.93%	91.19%

Plants that contains it

• Iris hoogiana

Cross-Links

• PubChem: 163187439
• LOTUS: LTS0107758
• wikiData: Q104667764