CID 77916008

Details

• Internal ID: 772bf195-20f1-4349-bdf8-a26c1759e782
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-[8-(1,2-dihydroxypropan-2-yl)-3a,10b-dimethyl-5'-oxospiro[2,3,4,5,5a,6,8,9,10,10a-decahydro-1H-cyclohepta[e]indene-7,2'-oxolane]-3-yl]propanoic acid
• SMILES (Canonical): CC(C1CCC2(C1(CCC3C2CCC(C4(C3)CCC(=O)O4)C(C)(CO)O)C)C)C(=O)O
• SMILES (Isomeric): CC(C1CCC2(C1(CCC3C2CCC(C4(C3)CCC(=O)O4)C(C)(CO)O)C)C)C(=O)O
• InChI: InChI=1S/C25H40O6/c1-15(21(28)29)17-8-11-23(3)18-5-6-19(24(4,30)14-26)25(12-9-20(27)31-25)13-16(18)7-10-22(17,23)2/h15-19,26,30H,5-14H2,1-4H3,(H,28,29)
• InChI Key: GFRDTMTUJTYIJJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₆
• Molecular Weight: 436.60 g/mol
• Exact Mass: 436.28248899 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 850878-47-6
• 2-[8-(1,2-Dihydroxypropan-2-yl)-3a,10b-dimethyl-5'-oxospiro[2,3,4,5,5a,6,8,9,10,10a-decahydro-1H-cyclohepta[e]indene-7,2'-oxolane]-3-yl]propanoic acid
• AKOS037514714

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9019	90.19%
Caco-2	-	0.5507	55.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7453	74.53%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.8178	81.78%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7609	76.09%
BSEP inhibitior	+	0.8631	86.31%
P-glycoprotein inhibitior	-	0.7184	71.84%
P-glycoprotein substrate	-	0.6561	65.61%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	0.6236	62.36%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.6098	60.98%
CYP2C9 inhibition	-	0.8282	82.82%
CYP2C19 inhibition	-	0.8592	85.92%
CYP2D6 inhibition	-	0.9704	97.04%
CYP1A2 inhibition	-	0.7850	78.50%
CYP2C8 inhibition	-	0.5792	57.92%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.5479	54.79%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6207	62.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.4295	42.95%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6635	66.35%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5991	59.91%
Acute Oral Toxicity (c)	III	0.4193	41.93%
Estrogen receptor binding	+	0.8095	80.95%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	+	0.6158	61.58%
Glucocorticoid receptor binding	+	0.7857	78.57%
Aromatase binding	+	0.8034	80.34%
PPAR gamma	-	0.4893	48.93%
Honey bee toxicity	-	0.8741	87.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5397	53.97%
Fish aquatic toxicity	+	0.9170	91.70%

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	98.85%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.72%	96.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.50%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.02%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	90.20%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.46%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.53%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.96%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	83.53%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.29%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.71%	90.17%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.49%	98.46%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.92%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.82%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.58%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.31%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.07%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.05%	91.07%

Plants that contains it

• Schisandra lancifolia

Cross-Links

• PubChem: 77916008
• LOTUS: LTS0021961
• wikiData: Q105007744