CID 139586235

Details

• Internal ID: e78bb02b-e337-4e8f-9d31-79cfa01c4d69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3Z)-1-methyl-3-[(E,4S,6R)-1,8,9,11,13,15,17,19,21,23,25,26,27,28,29-pentadecahydroxy-2,4,6,10,14,16-hexamethyl-30-[(2R,3S,4S,5S,6S)-3,4,5,6-tetrahydroxy-6-[(2R)-2-hydroxydodecyl]oxan-2-yl]triacont-2-enylidene]pyrrolidine-2,4-dione
• SMILES (Canonical): CCCCCCCCCCC(CC1(C(C(C(C(O1)CC(C(C(C(C(CC(CC(CC(CC(C(C)C(C(C)C(CC(C(C)C(C(CC(C)CC(C)C=C(C)C(=C2C(=O)CN(C2=O)C)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCC[C@H](C[C@]1([C@H]([C@H]([C@@H]([C@H](O1)CC(C(C(C(C(CC(CC(CC(CC(C(C)C(C(C)C(CC(C(C)C(C(C[C@H](C)C[C@H](C)/C=C(\C)/C(=C/2\C(=O)CN(C2=O)C)/O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C58H107NO23/c1-9-10-11-12-13-14-15-16-17-35(60)27-58(81)56(79)55(78)53(76)46(82-58)26-44(69)52(75)54(77)51(74)43(68)24-38(63)22-36(61)21-37(62)23-39(64)32(5)49(72)33(6)40(65)25-41(66)34(7)50(73)42(67)20-30(3)18-29(2)19-31(4)48(71)47-45(70)28-59(8)57(47)80/h19,29-30,32-44,46,49-56,60-69,71-79,81H,9-18,20-28H2,1-8H3/b31-19+,48-47-/t29-,30+,32?,33?,34?,35+,36?,37?,38?,39?,40?,41?,42?,43?,44?,46+,49?,50?,51?,52?,53+,54?,55-,56-,58-/m0/s1
• InChI Key: VVBSMETZVCGSHB-YOYVLXAYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₁₀₇NO₂₃
• Molecular Weight: 1186.50 g/mol
• Exact Mass: 1185.72338866 g/mol
• Topological Polar Surface Area (TPSA): 451.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 23
• H-Bond Donor: 20
• Rotatable Bonds: 40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7572	75.72%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5895	58.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8558	85.58%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9087	90.87%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.7069	70.69%
CYP3A4 substrate	+	0.7099	70.99%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.9429	94.29%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.8656	86.56%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.8140	81.40%
CYP2C8 inhibition	+	0.5815	58.15%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7503	75.03%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7523	75.23%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8588	85.88%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.8521	85.21%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	+	0.6679	66.79%
PPAR gamma	+	0.8167	81.67%
Honey bee toxicity	-	0.7571	75.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5128	51.28%
Fish aquatic toxicity	+	0.7507	75.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.22%	97.25%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.11%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.54%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	93.87%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.28%	89.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.14%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.58%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.09%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.78%	93.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.94%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.28%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.26%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	86.16%	92.50%
CHEMBL1907	P15144	Aminopeptidase N	85.54%	93.31%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.48%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.15%	97.29%
CHEMBL2514	O95665	Neurotensin receptor 2	84.91%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.25%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.00%	90.08%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.80%	92.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.14%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.91%	86.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.74%	94.66%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.33%	92.32%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.94%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.87%	95.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.80%	95.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.05%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586235
• LOTUS: LTS0067515
• wikiData: Q24976961