(3S,3'R,4S,5R,5'S,10S,13S,14S,17S)-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one

Details

• Internal ID: f0ecb5f1-9df7-44a2-8216-f38a405ce3e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,3'R,4S,5R,5'S,10S,13S,14S,17S)-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CC(=O)C3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC(=O)[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)C
• InChI: InChI=1S/C35H54O10/c1-7-21(38)22-14-18(2)35(45-22)15-25(39)34(6)20-8-9-24-31(3,19(20)10-13-33(34,35)5)12-11-26(32(24,4)17-37)44-30-29(42)28(41)27(40)23(16-36)43-30/h18,22-24,26-30,36-37,40-42H,7-17H2,1-6H3/t18-,22+,23-,24-,26+,27-,28+,29-,30+,31-,32-,33+,34-,35+/m1/s1
• InChI Key: DSSVQNFXFORKJL-KFIDPHSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₁₀
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.37169792 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8614	86.14%
Caco-2	-	0.8399	83.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8522	85.22%
OATP2B1 inhibitior	-	0.5824	58.24%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.8756	87.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6295	62.95%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	-	0.5436	54.36%
CYP3A4 substrate	+	0.7128	71.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8767	87.67%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.6522	65.22%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4828	48.28%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9276	92.76%
Skin irritation	+	0.5389	53.89%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.5624	56.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7721	77.21%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.9297	92.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.6314	63.14%
Estrogen receptor binding	+	0.6259	62.59%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	-	0.5896	58.96%
Glucocorticoid receptor binding	+	0.6687	66.87%
Aromatase binding	+	0.6868	68.68%
PPAR gamma	+	0.5876	58.76%
Honey bee toxicity	-	0.7373	73.73%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.9814	98.14%

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	96.88%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.89%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	90.14%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.25%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	88.87%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.00%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.67%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.95%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.70%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.98%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.46%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.33%	95.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.71%	82.50%
CHEMBL1902	P62942	FK506-binding protein 1A	82.32%	97.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.30%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.26%	86.92%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.96%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.09%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.74%	85.14%

Plants that contains it

• Dipterocarpus grandiflorus
• Hopea parviflora
• Muscari armeniacum
• Vitis vinifera

Cross-Links

• PubChem: 163195135
• LOTUS: LTS0039098
• wikiData: Q104986779