21-Episerratenediol

Details

• Internal ID: 058af681-790f-42a3-8016-0883b3d34936
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,6R,8S,11R,12S,15S,16R,19R,21R)-3,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-8,19-diol
• SMILES (Canonical): CC1(C2CCC3(CC4=CCC5C(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[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/C30H50O2/c1-26(2)21-10-8-19-18-28(5)15-12-22-27(3,4)25(32)14-17-30(22,7)23(28)11-9-20(19)29(21,6)16-13-24(26)31/h8,20-25,31-32H,9-18H2,1-7H3/t20-,21-,22-,23-,24+,25-,28-,29+,30-/m0/s1
• InChI Key: FMUNNDDBCLRMSL-DRRPMNBXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 7.14
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 1449-06-5
• (3S,6R,8S,11R,12S,15S,16R,19R,21R)-3,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-8,19-diol
• 21-epi-Serratenediol
• Serrat-14-en-3beta,21beta-diol; Serrat-14-ene-3beta,21beta-diol
• CHEMBL452770
• SCHEMBL5486287
• AKOS040761026
• beta-Serrata-14-ene-3beta,21beta-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5124	51.24%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6080	60.80%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9784	97.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6181	61.81%
P-glycoprotein inhibitior	-	0.7207	72.07%
P-glycoprotein substrate	-	0.8534	85.34%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.8611	86.11%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.7058	70.58%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.7726	77.26%
CYP2C8 inhibition	-	0.7824	78.24%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9184	91.84%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	+	0.5480	54.80%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8064	80.64%
Acute Oral Toxicity (c)	III	0.8158	81.58%
Estrogen receptor binding	+	0.8057	80.57%
Androgen receptor binding	+	0.6132	61.32%
Thyroid receptor binding	+	0.6434	64.34%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	+	0.5499	54.99%
PPAR gamma	+	0.5775	57.75%
Honey bee toxicity	-	0.7938	79.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	94.31%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.10%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.88%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.31%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	89.28%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.90%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.14%	91.11%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.25%	85.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%

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 lucidula
• Huperzia serrata
• Julbernardia globiflora
• Laggera crispata
• Lycopodium clavatum
• Lycopodium deuterodensum
• Medicosma fareana
• Mentha longifolia subsp. longifolia
• Miliusa balansae
• Mimusops laurifolia
• Myrrhis odorata
• Othonna macrophylla
• Pentachondra pumila
• Phagnalon rupestre
• Phlomoides ostrowskiana
• Phlox paniculata
• Picea jezoensis
• 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: 12309682
• NPASS: NPC149570
• LOTUS: LTS0118318
• wikiData: Q104998059