16-Oxo-21-episerratenediol

Details

• Internal ID: 40c92aa5-e609-404e-afd7-1cf3e7219c23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,6R,8R,11R,12S,15S,16R,19S,21R)-8,19-dihydroxy-1,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-5-one
• SMILES (Canonical): CC1(C2CCC3(CC4=CC(=O)C5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC[C@H]4C(=CC(=O)[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)C2)(CC[C@@H](C3(C)C)O)C
• InChI: InChI=1S/C30H48O3/c1-26(2)21-10-13-28(5)17-18-16-20(31)25-27(3,4)24(33)11-14-29(25,6)19(18)8-9-22(28)30(21,7)15-12-23(26)32/h16,19,21-25,32-33H,8-15,17H2,1-7H3/t19-,21-,22-,23-,24+,25-,28-,29+,30-/m0/s1
• InChI Key: VNOKAWVKCFUZGK-DSBABLTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8200	82.00%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.8274	82.74%
P-glycoprotein inhibitior	-	0.6455	64.55%
P-glycoprotein substrate	-	0.8398	83.98%
CYP3A4 substrate	+	0.6567	65.67%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8264	82.64%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	-	0.8158	81.58%
CYP inhibitory promiscuity	-	0.8536	85.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9264	92.64%
Skin irritation	+	0.5584	55.84%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6952	69.52%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7439	74.39%
Acute Oral Toxicity (c)	III	0.7608	76.08%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.7936	79.36%
Aromatase binding	+	0.5913	59.13%
PPAR gamma	+	0.5652	56.52%
Honey bee toxicity	-	0.7430	74.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	92.05%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.65%	85.30%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.12%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.63%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.14%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.46%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.27%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.05%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.95%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.63%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.40%	85.11%

Plants that contains it

• Ammodendron karelinii
• Anacyclus pyrethrum
• Aster tataricus
• Brachylaena perrieri
• Buglossoides arvensis
• Crinum jagus
• Cuscuta australis
• Diplotropis ferruginea
• Elettaria cardamomum
• Eucalyptus viminalis
• Euphrasia regelii
• Hortonia angustifolia
• Huperzia serrata
• Julbernardia globiflora
• Laggera crispata
• Lycopodium clavatum
• Medicosma fareana
• Mentha longifolia subsp. longifolia
• Miliusa balansae
• Mimusops laurifolia
• Myrrhis odorata
• Othonna macrophylla
• Pentachondra pumila
• Phagnalon rupestre
• Phlomoides ostrowskiana
• Phlox paniculata
• Piliostigma thonningii
• Pimpinella peregrina
• Pinus monticola
• Salix petiolaris
• Salvia lanigera
• Salvia pisidica
• Scutellaria baicalensis
• Solanum crinitum
• Tubocapsicum anomalum
• Uncaria longiflora
• Ursinia speciosa

Cross-Links

• PubChem: 101280208
• NPASS: NPC270074
• LOTUS: LTS0090054
• wikiData: Q105289780