3-[(1R,1'S,3aR,4S,5R)-1',4-dimethyl-3'-methylidene-1'-[(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-1,2'-cyclopentane]-4-yl]propanoic acid

Details

• Internal ID: d7a9aa11-913c-4928-90eb-a07e245f62ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3-[(1R,1'S,3aR,4S,5R)-1',4-dimethyl-3'-methylidene-1'-[(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-1,2'-cyclopentane]-4-yl]propanoic acid
• SMILES (Canonical): CC1=CC(=CC(C)C2(CCC(=C)C23CCC4C3=CCC(C4(C)CCC(=O)O)C(=C)C)C)OC1=O
• SMILES (Isomeric): CC1=C/C(=C/[C@H](C)[C@@]2(CCC(=C)[C@]23CC[C@H]4C3=CC[C@@H]([C@]4(C)CCC(=O)O)C(=C)C)C)/OC1=O
• 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/h9,16-17,21,23-24H,1,4,8,10-15H2,2-3,5-7H3,(H,31,32)/b22-17-/t21-,23+,24-,28-,29-,30-/m0/s1
• InChI Key: DYOXXVQSGJXSDF-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: 6.80
• 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	-	0.5389	53.89%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8071	80.71%
OATP1B3 inhibitior	+	0.8752	87.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.9461	94.61%
P-glycoprotein inhibitior	+	0.7875	78.75%
P-glycoprotein substrate	-	0.5168	51.68%
CYP3A4 substrate	+	0.6850	68.50%
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	+	0.5924	59.24%
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	-	0.9231	92.31%
Skin irritation	+	0.6384	63.84%
Skin corrosion	-	0.9039	90.39%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8663	86.63%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5397	53.97%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6612	66.12%
Acute Oral Toxicity (c)	III	0.5858	58.58%
Estrogen receptor binding	+	0.6682	66.82%
Androgen receptor binding	+	0.7157	71.57%
Thyroid receptor binding	+	0.6416	64.16%
Glucocorticoid receptor binding	+	0.8437	84.37%
Aromatase binding	+	0.7516	75.16%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.67%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.45%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.91%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.48%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.07%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.23%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.81%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.52%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.42%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.33%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.77%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.67%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.67%	93.56%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.28%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.42%	86.33%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 101073850
• LOTUS: LTS0239220
• wikiData: Q104991486