3beta-Hydroxyhop-22(29)-en-23-oic acid

Details

• Internal ID: 4fd46b66-a327-4042-be94-b607d6e3f657
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids
• IUPAC Name: (3S,3aS,5aR,5bR,7aR,8S,9S,11aR,11bR,13aR,13bS)-9-hydroxy-5a,5b,8,11a,13b-pentamethyl-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
• InChI: InChI=1S/C30H48O3/c1-18(2)19-10-14-26(3)20(19)11-16-28(5)21(26)8-9-22-27(4)15-13-24(31)30(7,25(32)33)23(27)12-17-29(22,28)6/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22-,23-,24+,26+,27-,28-,29-,30+/m1/s1
• InChI Key: YAEIPGASNIIPBB-XDOWVZMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 7.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 32214-81-6
• (3I(2),4I+/-)-3-Hydroxy-Aa(2)-neogammacer-22(29)-en-23-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.6525	65.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6148	61.48%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	-	0.3887	38.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7668	76.68%
P-glycoprotein inhibitior	-	0.6308	63.08%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8503	85.03%
CYP2C9 inhibition	-	0.8272	82.72%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	-	0.6854	68.54%
CYP inhibitory promiscuity	-	0.9087	90.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5267	52.67%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9078	90.78%
Skin irritation	+	0.6851	68.51%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5701	57.01%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.6818	68.18%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	I	0.6653	66.53%
Estrogen receptor binding	+	0.7045	70.45%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.6509	65.09%
Glucocorticoid receptor binding	+	0.7580	75.80%
Aromatase binding	+	0.7527	75.27%
PPAR gamma	+	0.6445	64.45%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.57%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	87.74%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.34%	96.38%
CHEMBL233	P35372	Mu opioid receptor	84.80%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.58%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.65%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.96%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	80.77%	98.10%

Plants that contains it

• Woodwardia orientalis

Cross-Links

• PubChem: 101324768
• NPASS: NPC186326