yucalexin B-22

Details

• Internal ID: abc86d3d-88c9-4221-ac21-053ca44a7afc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,6S,7S,9S,10S,13S)-6,7-dihydroxy-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-12-one
• SMILES (Canonical): CC1(C2CCC34CC(C=C3)(C(=O)CC4C2(CC(C1O)O)C)C)C
• SMILES (Isomeric): C[C@@]12C[C@@H]([C@H](C([C@H]1CC[C@@]34[C@H]2CC(=O)[C@@](C3)(C=C4)C)(C)C)O)O
• InChI: InChI=1S/C20H30O3/c1-17(2)13-5-6-20-8-7-18(3,11-20)15(22)9-14(20)19(13,4)10-12(21)16(17)23/h7-8,12-14,16,21,23H,5-6,9-11H2,1-4H3/t12-,13+,14-,16+,18+,19+,20-/m0/s1
• InChI Key: ISQMANNAFDGSCG-RVKTVQESSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL256916
• DTXSID201179549
• (2beta,3alpha,8beta,13beta)-2,3-Dihydroxy-13-methyl-17-norkaur-15-en-12-one
• 119626-55-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.5270	52.70%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4497	44.97%
P-glycoprotein inhibitior	-	0.8413	84.13%
P-glycoprotein substrate	-	0.8623	86.23%
CYP3A4 substrate	+	0.6145	61.45%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.8124	81.24%
CYP2C9 inhibition	-	0.7795	77.95%
CYP2C19 inhibition	-	0.7092	70.92%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.7640	76.40%
CYP2C8 inhibition	-	0.8616	86.16%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9595	95.95%
Skin irritation	+	0.6024	60.24%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6703	67.03%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6093	60.93%
skin sensitisation	-	0.6396	63.96%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5877	58.77%
Acute Oral Toxicity (c)	III	0.5531	55.31%
Estrogen receptor binding	+	0.7688	76.88%
Androgen receptor binding	+	0.6551	65.51%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	+	0.7034	70.34%
PPAR gamma	-	0.5887	58.87%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.30%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.12%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.93%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.33%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.50%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.04%	90.71%

Plants that contains it

• Acacia cambagei
• Arnica viscosa
• Aster alpinus
• Berberis crataegina
• Boophone disticha
• Calceolaria thyrsiflora
• Calophyllum thwaitesii
• Coptis trifolia
• Crataegus pontica
• Echinocystis lobata
• Elateriospermum tapos
• Felicia amelloides
• Helenium quadridentatum
• Inulanthera dregeana
• Manihot esculenta
• Melaleuca decora
• Paramignya scandens
• Phlomoides medicinalis
• Podocarpus nivalis
• Pteris sinensis
• Schisandra arisanensis
• Senecio polyodon
• Senna sophera
• Styphnolobium japonicum

Cross-Links

• PubChem: 44448252
• NPASS: NPC262093
• LOTUS: LTS0260901
• wikiData: Q104399694