Manogenin

Details

• Internal ID: 89a7514f-9963-4ac2-9878-bac76d69bf45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15,16-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CC(C(C6)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O)O)C)C)C)OC1
• InChI: InChI=1S/C27H42O5/c1-14-7-8-27(31-13-14)15(2)24-22(32-27)10-19-17-6-5-16-9-20(28)21(29)12-25(16,3)18(17)11-23(30)26(19,24)4/h14-22,24,28-29H,5-13H2,1-4H3/t14-,15+,16+,17-,18+,19+,20-,21-,22+,24+,25+,26-,27-/m1/s1
• InChI Key: PBLXVDNSLUFVHF-GENYONHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₅
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.30322444 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 564-43-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9051	90.51%
Caco-2	-	0.6032	60.32%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8214	82.14%
OATP2B1 inhibitior	-	0.5777	57.77%
OATP1B1 inhibitior	+	0.8533	85.33%
OATP1B3 inhibitior	+	0.8863	88.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7060	70.60%
P-glycoprotein inhibitior	-	0.5452	54.52%
P-glycoprotein substrate	-	0.5606	56.06%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	0.6240	62.40%
CYP2D6 substrate	-	0.8041	80.41%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.9453	94.53%
CYP2C19 inhibition	-	0.9360	93.60%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8744	87.44%
CYP2C8 inhibition	-	0.6540	65.40%
CYP inhibitory promiscuity	-	0.9862	98.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9562	95.62%
Skin irritation	-	0.5163	51.63%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4621	46.21%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9143	91.43%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5475	54.75%
Acute Oral Toxicity (c)	III	0.4631	46.31%
Estrogen receptor binding	+	0.7331	73.31%
Androgen receptor binding	+	0.6634	66.34%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	+	0.7283	72.83%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.5725	57.25%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9178	91.78%

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	94.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.19%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.30%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.95%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.61%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	82.58%	95.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.56%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.25%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.15%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.57%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	80.40%	97.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.22%	100.00%

Plants that contains it

• Aframomum zambesiacum
• Agave parrasana
• Alisma plantago-aquatica
• Ambrosia cumanensis
• Angostura granulosa
• Buckiella undulata
• Chamaecrista dentata
• Clausena anisum-olens
• Clinostemon mahuba
• Dioscorea cirrhosa
• Echinops bannaticus
• Euonymus lucidus
• Euphorbia lamprocarpa
• Ferula transiliensis
• Fraxinus angustifolia
• Genista hystrix
• Helichrysum anomalum
• Heptapleurum bodinieri
• Hippomane mancinella
• Isatis costata
• Kartalinia acaulis
• Machilus thunbergii
• Prunus sibirica
• Rhododendron ponticum
• Senecio roseus
• Seriphidium aucheri
• Speranskia tuberculata
• Veronica hederifolia
• Viguiera dentata
• Yucca glauca
• Yucca gloriosa

Cross-Links

• PubChem: 10253011
• NPASS: NPC132731
• LOTUS: LTS0117306
• wikiData: Q105205277