(3S,3aS,5R,6R,6aR)-3-[(3S,5S,10S,13R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-methyl-3a,6a-dihydro-3H-furo[3,2-b]furan-2-one

Details

• Internal ID: 85a1c99c-3301-40c4-a092-1a54d0d8ddc9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,3aS,5R,6R,6aR)-3-[(3S,5S,10S,13R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-methyl-3a,6a-dihydro-3H-furo[3,2-b]furan-2-one
• SMILES (Canonical): CC(CO)C1(C2C(C(C(=O)O2)C3CC=C4C3(CCC5=C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)OC1(C)O)O
• SMILES (Isomeric): C[C@@H](CO)[C@]1([C@H]2[C@H]([C@@H](C(=O)O2)[C@H]3CC=C4[C@@]3(CCC5=C4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O[C@@]1(C)O)O
• InChI: InChI=1S/C35H52O12/c1-16(14-36)35(43)29-28(47-34(35,4)42)24(30(41)46-29)22-8-7-20-19-6-5-17-13-18(9-11-32(17,2)21(19)10-12-33(20,22)3)44-31-27(40)26(39)25(38)23(15-37)45-31/h7,16-18,22-29,31,36-40,42-43H,5-6,8-15H2,1-4H3/t16-,17-,18-,22+,23+,24-,25+,26-,27+,28-,29+,31+,32-,33-,34+,35+/m0/s1
• InChI Key: OBRXWRUGKZXJNU-RXKBAZAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8456	84.56%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8588	85.88%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.8601	86.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5882	58.82%
P-glycoprotein inhibitior	+	0.6938	69.38%
P-glycoprotein substrate	+	0.5666	56.66%
CYP3A4 substrate	+	0.7236	72.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8912	89.12%
CYP3A4 inhibition	-	0.9357	93.57%
CYP2C9 inhibition	-	0.9139	91.39%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	+	0.5925	59.25%
CYP inhibitory promiscuity	-	0.8687	86.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.5582	55.82%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4339	43.39%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9269	92.69%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5784	57.84%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	-	0.5748	57.48%
Glucocorticoid receptor binding	+	0.6718	67.18%
Aromatase binding	+	0.6658	66.58%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.5949	59.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9687	96.87%

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	99.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.48%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.31%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.48%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.06%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.90%	94.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.44%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.04%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.78%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.28%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.52%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.31%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.25%	97.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.06%	85.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.64%	94.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.01%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	80.87%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	80.64%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.59%	96.90%

Plants that contains it

• Baccharoides adoensis

Cross-Links

• PubChem: 162879694
• LOTUS: LTS0226113
• wikiData: Q105189139