3beta-Methoxy-21-oxoserratene

Details

• Internal ID: 7905aae6-fa93-4976-8bd1-90e544de4fd5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,6R,11R,12S,15S,16R,19S,21R)-19-methoxy-1,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-8-one
• SMILES (Canonical): CC1(C2CCC3(CC4=CCC5C(C(=O)CCC5(C4CCC3C2(CCC1OC)C)C)(C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC[C@H]4C(=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C2)(CC[C@@H](C3(C)C)OC)C
• InChI: InChI=1S/C31H50O2/c1-27(2)22-11-9-20-19-29(5)16-13-23-28(3,4)26(33-8)15-18-31(23,7)24(29)12-10-21(20)30(22,6)17-14-25(27)32/h9,21-24,26H,10-19H2,1-8H3/t21-,22-,23-,24-,26-,29-,30+,31-/m0/s1
• InChI Key: DJDONKFPLSVJGI-CFILXSHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 8.00
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.6003	60.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7763	77.63%
P-glycoprotein inhibitior	-	0.4803	48.03%
P-glycoprotein substrate	-	0.7468	74.68%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7856	78.56%
CYP3A4 inhibition	-	0.7879	78.79%
CYP2C9 inhibition	-	0.7478	74.78%
CYP2C19 inhibition	+	0.5548	55.48%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8147	81.47%
CYP2C8 inhibition	-	0.5695	56.95%
CYP inhibitory promiscuity	-	0.8391	83.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8863	88.63%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.5803	58.03%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	+	0.5342	53.42%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6303	63.03%
Acute Oral Toxicity (c)	III	0.7949	79.49%
Estrogen receptor binding	+	0.7043	70.43%
Androgen receptor binding	+	0.6381	63.81%
Thyroid receptor binding	+	0.6492	64.92%
Glucocorticoid receptor binding	+	0.7215	72.15%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5733	57.33%
Honey bee toxicity	-	0.6260	62.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	97.71%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	95.82%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	93.56%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.05%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.53%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.31%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	84.01%	92.97%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.44%	82.69%
CHEMBL2581	P07339	Cathepsin D	81.40%	98.95%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.91%	88.84%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.64%	93.99%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.57%	96.38%

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
• Julbernardia globiflora
• Laggera crispata
• Medicosma fareana
• Mentha longifolia subsp. longifolia
• Miliusa balansae
• Mimusops laurifolia
• Myrrhis odorata
• Othonna macrophylla
• Pentachondra pumila
• Phagnalon rupestre
• Phlomoides ostrowskiana
• Phlox paniculata
• Picea sitchensis
• Piliostigma thonningii
• Pimpinella peregrina
• Pinus armandii
• Pinus luchuensis
• Pinus monticola
• Salix petiolaris
• Salvia lanigera
• Salvia pisidica
• Scutellaria baicalensis
• Solanum crinitum
• Tubocapsicum anomalum
• Uncaria longiflora
• Ursinia speciosa

Cross-Links

• PubChem: 14830066
• NPASS: NPC180612
• LOTUS: LTS0153819
• wikiData: Q104982038