3-[(1R,3aR,4S,4'S,5R)-1',4,4'-trimethyl-4'-[(1Z,2S)-1-(4-methyl-5-oxofuran-2-ylidene)propan-2-yl]-5-prop-1-en-2-ylspiro[3,3a,5,6-tetrahydro-2H-indene-1,5'-cyclopentene]-4-yl]propanoic acid

Details

• Internal ID: 77f0f7aa-fc2f-47ad-8a14-8c6a917b5879
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-[(1R,3aR,4S,4'S,5R)-1',4,4'-trimethyl-4'-[(1Z,2S)-1-(4-methyl-5-oxofuran-2-ylidene)propan-2-yl]-5-prop-1-en-2-ylspiro[3,3a,5,6-tetrahydro-2H-indene-1,5'-cyclopentene]-4-yl]propanoic acid
• SMILES (Canonical): CC1=CCC(C12CCC3C2=CCC(C3(C)CCC(=O)O)C(=C)C)(C)C(C)C=C4C=C(C(=O)O4)C
• SMILES (Isomeric): CC1=CC[C@@]([C@@]12CC[C@H]3C2=CC[C@@H]([C@]3(C)CCC(=O)O)C(=C)C)(C)[C@@H](C)/C=C\4/C=C(C(=O)O4)C
• InChI: InChI=1S/C30H40O4/c1-18(2)23-8-9-25-24(28(23,6)13-12-26(31)32)11-15-30(25)20(4)10-14-29(30,7)21(5)17-22-16-19(3)27(33)34-22/h9-10,16-17,21,23-24H,1,8,11-15H2,2-7H3,(H,31,32)/b22-17-/t21-,23+,24-,28-,29-,30-/m0/s1
• InChI Key: KZXGQBBDMVLTOX-OPVLIPGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₄
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.29265975 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.8752	87.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.9759	97.59%
P-glycoprotein inhibitior	+	0.8161	81.61%
P-glycoprotein substrate	+	0.5078	50.78%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8945	89.45%
CYP3A4 inhibition	+	0.5253	52.53%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.7530	75.30%
CYP2C8 inhibition	+	0.5511	55.11%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9245	92.45%
Skin irritation	+	0.6384	63.84%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.7324	73.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8524	85.24%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5147	51.47%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6617	66.17%
Acute Oral Toxicity (c)	III	0.5858	58.58%
Estrogen receptor binding	+	0.6922	69.22%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	+	0.6842	68.42%
Glucocorticoid receptor binding	+	0.8318	83.18%
Aromatase binding	+	0.7442	74.42%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.97%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.33%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.99%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.32%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.08%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.18%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.79%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.48%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.48%	95.50%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.49%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.42%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.11%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.77%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.63%	97.09%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 101073852
• LOTUS: LTS0212115
• wikiData: Q105148495