[(1'R,2R,3'S,4S,5'S,7'S,8'S,9'S,13'R)-2,7',9',13'-tetrahydroxy-8',11',14',14'-tetramethyl-16'-oxo-2-phenylspiro[1,3-dioxolane-4,4'-15-oxatetracyclo[7.4.3.01,10.03,8]hexadec-10-ene]-5'-yl] acetate

Details

• Internal ID: 5d1634ce-09e2-4b79-8a6b-cc6ce5834e22
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: [(1'R,2R,3'S,4S,5'S,7'S,8'S,9'S,13'R)-2,7',9',13'-tetrahydroxy-8',11',14',14'-tetramethyl-16'-oxo-2-phenylspiro[1,3-dioxolane-4,4'-15-oxatetracyclo[7.4.3.01,10.03,8]hexadec-10-ene]-5'-yl] acetate
• SMILES (Canonical): CC1=C2C3(CC4C(C2(C(=O)OC3(C)C)O)(C(CC(C45COC(O5)(C6=CC=CC=C6)O)OC(=O)C)O)C)C(C1)O
• SMILES (Isomeric): CC1=C2[C@]3(C[C@H]4[C@]([C@@]2(C(=O)OC3(C)C)O)([C@H](C[C@@H]([C@@]45CO[C@@](O5)(C6=CC=CC=C6)O)OC(=O)C)O)C)[C@@H](C1)O
• InChI: InChI=1S/C29H36O10/c1-15-11-20(32)26-13-18-25(5,28(34,22(15)26)23(33)38-24(26,3)4)19(31)12-21(37-16(2)30)27(18)14-36-29(35,39-27)17-9-7-6-8-10-17/h6-10,18-21,31-32,34-35H,11-14H2,1-5H3/t18-,19-,20+,21-,25-,26-,27+,28+,29+/m0/s1
• InChI Key: HUTZTHVUMOQYSI-WXYLMNSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₀
• Molecular Weight: 544.60 g/mol
• Exact Mass: 544.23084734 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.7393	73.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8329	83.29%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.8325	83.25%
P-glycoprotein inhibitior	+	0.6725	67.25%
P-glycoprotein substrate	-	0.5245	52.45%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	+	0.5414	54.14%
CYP2C9 inhibition	-	0.7799	77.99%
CYP2C19 inhibition	-	0.8676	86.76%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	+	0.6885	68.85%
CYP inhibitory promiscuity	-	0.7723	77.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4817	48.17%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7301	73.01%
Acute Oral Toxicity (c)	I	0.6890	68.90%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5891	58.91%
Glucocorticoid receptor binding	+	0.7119	71.19%
Aromatase binding	+	0.7098	70.98%
PPAR gamma	+	0.5705	57.05%
Honey bee toxicity	-	0.8238	82.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	96.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.02%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.27%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.63%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.11%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.65%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.24%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL5028	O14672	ADAM10	84.66%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.80%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.39%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	82.82%	95.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.41%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	80.64%	90.17%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 163034190
• LOTUS: LTS0225258
• wikiData: Q105034047