(1S,2R,3S,3'E,5R,6S,7R,8S,9R,12S)-2-hydroxy-12-(2-hydroxypropan-2-yl)-8-methoxy-3'-(1-methoxyethylidene)-7-methylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione

Details

• Internal ID: ca04d943-c449-4349-8736-054eeb3a28ef
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2R,3S,3'E,5R,6S,7R,8S,9R,12S)-2-hydroxy-12-(2-hydroxypropan-2-yl)-8-methoxy-3'-(1-methoxyethylidene)-7-methylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione
• SMILES (Canonical): CC(=C1CC2(C3C(O3)C4(C2(C(C5C(C4C(=O)O5)C(C)(C)O)OC)C)O)OC1=O)OC
• SMILES (Isomeric): C/C(=C\1/C[C@]2([C@H]3[C@H](O3)[C@@]4([C@]2([C@@H]([C@H]5[C@H]([C@@H]4C(=O)O5)C(C)(C)O)OC)C)O)OC1=O)/OC
• InChI: InChI=1S/C21H28O9/c1-8(26-5)9-7-20(30-16(9)22)14-15(29-14)21(25)11-10(18(2,3)24)12(28-17(11)23)13(27-6)19(20,21)4/h10-15,24-25H,7H2,1-6H3/b9-8+/t10-,11+,12+,13+,14+,15-,19-,20+,21-/m0/s1
• InChI Key: YHTIANJQSDPRAG-KQADKQLOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	-	0.5946	59.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6692	66.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6867	68.67%
P-glycoprotein inhibitior	-	0.5469	54.69%
P-glycoprotein substrate	-	0.5578	55.78%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.6425	64.25%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.8032	80.32%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	-	0.8602	86.02%
CYP2C8 inhibition	-	0.6544	65.44%
CYP inhibitory promiscuity	-	0.7805	78.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4603	46.03%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8638	86.38%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9030	90.30%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6821	68.21%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7618	76.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.9106	91.06%
Acute Oral Toxicity (c)	I	0.4204	42.04%
Estrogen receptor binding	+	0.8451	84.51%
Androgen receptor binding	+	0.6921	69.21%
Thyroid receptor binding	+	0.6236	62.36%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5876	58.76%
PPAR gamma	+	0.6297	62.97%
Honey bee toxicity	-	0.7372	73.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9125	91.25%

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	97.15%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.10%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.98%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	90.57%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	90.00%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.64%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.21%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.86%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.46%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.19%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.84%	90.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.82%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 162902162
• LOTUS: LTS0072674
• wikiData: Q105348607