[(1S,1'S,2S,2'R,3'aS,4'R,5S,5'aS,6R,7S,9R,9'aR,9'bS)-1',4',5,7-tetraacetyloxy-7'-methoxy-2',3,5'a,6,6',9-hexamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodec-3-ene-2,3'-2,3a,4,5,9,9a-hexahydro-1H-cyclopenta[a]naphthalene]-9'b-yl]methyl acetate

Details

• Internal ID: 9ff93c25-7192-45af-b1b5-6922c3659079
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,1'S,2S,2'R,3'aS,4'R,5S,5'aS,6R,7S,9R,9'aR,9'bS)-1',4',5,7-tetraacetyloxy-7'-methoxy-2',3,5'a,6,6',9-hexamethyl-8',10-dioxospiro[11-oxatricyclo[7.2.1.01,6]dodec-3-ene-2,3'-2,3a,4,5,9,9a-hexahydro-1H-cyclopenta[a]naphthalene]-9'b-yl]methyl acetate
• SMILES (Canonical): CC1C(C2(C3CC(=O)C(=C(C3(CC(C2C14C(=CC(C5(C46CC(CC5OC(=O)C)(C(=O)O6)C)C)OC(=O)C)C)OC(=O)C)C)C)OC)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@]2([C@@H]3CC(=O)C(=C([C@]3(C[C@H]([C@@H]2[C@]14C(=C[C@@H]([C@@]5([C@]46C[C@@](C[C@@H]5OC(=O)C)(C(=O)O6)C)C)OC(=O)C)C)OC(=O)C)C)C)OC)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H54O14/c1-19-13-30(52-24(6)44)38(11)31(53-25(7)45)16-36(9)17-40(38,55-35(36)48)41(19)21(3)34(54-26(8)46)39(18-50-22(4)42)29-14-27(47)32(49-12)20(2)37(29,10)15-28(33(39)41)51-23(5)43/h13,21,28-31,33-34H,14-18H2,1-12H3/t21-,28+,29+,30-,31-,33-,34-,36+,37+,38-,39-,40+,41-/m0/s1
• InChI Key: GEUWXNQZCXNOOI-JGIKGJEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₄O₁₄
• Molecular Weight: 770.90 g/mol
• Exact Mass: 770.35135639 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.8121	81.21%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7141	71.41%
OATP2B1 inhibitior	-	0.5753	57.53%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9934	99.34%
P-glycoprotein inhibitior	+	0.8484	84.84%
P-glycoprotein substrate	+	0.6097	60.97%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	-	0.7577	75.77%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.8466	84.66%
CYP2D6 inhibition	-	0.9645	96.45%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	+	0.6832	68.32%
CYP inhibitory promiscuity	-	0.7213	72.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5785	57.85%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.6561	65.61%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6921	69.21%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6293	62.93%
Acute Oral Toxicity (c)	III	0.3934	39.34%
Estrogen receptor binding	+	0.7766	77.66%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.7236	72.36%
PPAR gamma	+	0.7333	73.33%
Honey bee toxicity	-	0.6522	65.22%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.85%	91.07%
CHEMBL2581	P07339	Cathepsin D	88.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.50%	97.14%
CHEMBL5028	O14672	ADAM10	85.19%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.11%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.03%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.47%	94.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.24%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.06%	92.94%

Plants that contains it

• Ruptiliocarpon caracolito

Cross-Links

• PubChem: 101520123
• LOTUS: LTS0193754
• wikiData: Q105007342