Anhydrohirundigenin

Details

• Internal ID: 66e27f32-9ebf-49f9-8121-74defaccee72
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-beta-hydroxysteroids
• IUPAC Name: (1R,4R,5R,8S,16S,19S,22R)-5,19-dimethyl-15,18,20-trioxahexacyclo[14.5.1.01,14.04,13.05,10.019,22]docosa-10,13-dien-8-ol
• SMILES (Canonical): CC12CCC(CC1=CCC3=C4C5(CCC23)COC6(C5C(O4)CO6)C)O
• SMILES (Isomeric): C[C@]12CC[C@@H](CC1=CCC3=C4[C@@]5(CC[C@H]23)CO[C@@]6([C@H]5[C@H](O4)CO6)C)O
• InChI: InChI=1S/C21H28O4/c1-19-7-5-13(22)9-12(19)3-4-14-15(19)6-8-21-11-24-20(2)17(21)16(10-23-20)25-18(14)21/h3,13,15-17,22H,4-11H2,1-2H3/t13-,15-,16+,17+,19-,20+,21-/m0/s1
• InChI Key: VSXJBZJIZDSPFF-JGQRDLFRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 20853-99-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.7391	73.91%
Blood Brain Barrier	+	0.6605	66.05%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5299	52.99%
BSEP inhibitior	+	0.5682	56.82%
P-glycoprotein inhibitior	-	0.6909	69.09%
P-glycoprotein substrate	-	0.5199	51.99%
CYP3A4 substrate	+	0.6430	64.30%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.7817	78.17%
CYP3A4 inhibition	-	0.8876	88.76%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4236	42.36%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.6577	65.77%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5269	52.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5168	51.68%
Acute Oral Toxicity (c)	IV	0.4280	42.80%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	+	0.6958	69.58%
Thyroid receptor binding	+	0.7638	76.38%
Glucocorticoid receptor binding	+	0.8132	81.32%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	-	0.5125	51.25%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9451	94.51%

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	96.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.50%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.08%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.11%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.01%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.81%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.37%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

• Vincetoxicum stauntonii

Cross-Links

• PubChem: 102060418
• NPASS: NPC5555
• LOTUS: LTS0192924
• wikiData: Q105292584