[(1R,5R,6R,9R,12S,13R,15R,19S)-6-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(1S,5R,6R,9R,15R,19S)-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadeca-2(10),12-dien-6-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadec-2(10)-en-12-yl] hydrogen sulfate

Details

• Internal ID: 2d371d85-6a68-43ca-b2ec-0e62495a5f2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,5R,6R,9R,12S,13R,15R,19S)-6-[(1S)-1-[(1R,2S,4R,6R)-2-[(3R)-3-[(1S,5R,6R,9R,15R,19S)-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadeca-2(10),12-dien-6-yl]butyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-4-yl]ethyl]-15,19-dihydroxy-5,14,14-trimethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadec-2(10)-en-12-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCC1C2(CC(CC(O1)C(C)C3CCC4C3(CCC5=C4CC(C6C57CC(C(C6(C)C)(OC7)O)O)OS(=O)(=O)O)C)C(O2)(C)C)C)C8CCC9C8(CCC1=C9CC=C2C11CC(C(C2(C)C)(OC1)O)O)C
• SMILES (Isomeric): C[C@H](CC[C@H]1[C@]2(C[C@@H](C[C@@H](O1)[C@@H](C)[C@H]3CC[C@@H]4[C@@]3(CCC5=C4C[C@@H]([C@@H]6[C@]57C[C@@H]([C@@](C6(C)C)(OC7)O)O)OS(=O)(=O)O)C)C(O2)(C)C)C)[C@H]8CC[C@@H]9[C@@]8(CCC1=C9CC=C2[C@]11C[C@@H]([C@@](C2(C)C)(OC1)O)O)C
• InChI: InChI=1S/C58H88O12S/c1-31(36-14-16-38-34-13-18-44-49(3,4)57(61)45(59)27-55(44,29-66-57)40(34)20-22-52(36,38)9)12-19-47-54(11)26-33(51(7,8)70-54)24-42(68-47)32(2)37-15-17-39-35-25-43(69-71(63,64)65)48-50(5,6)58(62)46(60)28-56(48,30-67-58)41(35)21-23-53(37,39)10/h18,31-33,36-39,42-43,45-48,59-62H,12-17,19-30H2,1-11H3,(H,63,64,65)/t31-,32+,33-,36-,37-,38+,39+,42-,43+,45+,46+,47+,48+,52-,53-,54-,55+,56+,57+,58+/m1/s1
• InChI Key: CLMLMDWGRCAWGP-FASWXJLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₈O₁₂S
• Molecular Weight: 1009.40 g/mol
• Exact Mass: 1008.59964941 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 9.55
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8955	89.55%
Caco-2	-	0.8588	85.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5452	54.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8137	81.37%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	+	0.7512	75.12%
P-glycoprotein substrate	+	0.8002	80.02%
CYP3A4 substrate	+	0.7541	75.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.7853	78.53%
CYP2C9 inhibition	-	0.7374	73.74%
CYP2C19 inhibition	-	0.7013	70.13%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	-	0.7306	73.06%
CYP2C8 inhibition	+	0.7768	77.68%
CYP inhibitory promiscuity	-	0.8329	83.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7453	74.53%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4396	43.96%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.7770	77.70%
Thyroid receptor binding	+	0.6273	62.73%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.7757	77.57%
Honey bee toxicity	-	0.6091	60.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.03%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.13%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.09%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	95.80%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.01%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.57%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.79%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.18%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.67%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.12%	98.05%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.96%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL4444	P04070	Vitamin K-dependent protein C	85.46%	93.89%
CHEMBL1871	P10275	Androgen Receptor	83.95%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	83.65%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.93%	94.66%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.56%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.69%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.03%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.96%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.15%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 20055840
• LOTUS: LTS0107281
• wikiData: Q104664496