21beta-Hydroxyhederagenin

Details

• Internal ID: b858fcdf-7e2d-40e2-b3e5-3b27e0f30a35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)O)C)C)(C)CO)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C(=O)O)C)C)(C)CO)O)C)C
• InChI: InChI=1S/C30H48O5/c1-25(2)15-19-18-7-8-21-26(3)11-10-22(32)27(4,17-31)20(26)9-12-29(21,6)28(18,5)13-14-30(19,24(34)35)16-23(25)33/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)
• InChI Key: SQDDCZCCYJZMCV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 21b-Hydroxyhederagenin
• CHEBI:191961
• 3,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.6081	60.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8419	84.19%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5542	55.42%
BSEP inhibitior	+	0.8140	81.40%
P-glycoprotein inhibitior	-	0.8305	83.05%
P-glycoprotein substrate	-	0.7375	73.75%
CYP3A4 substrate	+	0.6606	66.06%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8926	89.26%
CYP2C8 inhibition	-	0.5689	56.89%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.5182	51.82%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4837	48.37%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8184	81.84%
skin sensitisation	-	0.8274	82.74%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.5721	57.21%
Glucocorticoid receptor binding	+	0.8045	80.45%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.08%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.46%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.53%	95.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.30%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14158843
• LOTUS: LTS0217634
• wikiData: Q105257785