(3S,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,11a,13b-pentamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

Details

• Internal ID: 3aa07e0a-af29-402a-97fc-590be7584692
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids
• IUPAC Name: (3S,3aS,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,11a,13b-pentamethyl-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/C30H50O3/c1-25(2,33)19-11-16-26(3)20(19)12-17-29(6)22(26)9-10-23-27(4)14-8-15-28(5,24(31)32)21(27)13-18-30(23,29)7/h19-23,33H,8-18H2,1-7H3,(H,31,32)/t19-,20-,21+,22+,23+,26-,27-,28+,29+,30+/m0/s1
• InChI Key: RRQHHAPWCFYBIE-HTTDTYSWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.5881	58.81%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8294	82.94%
P-glycoprotein inhibitior	-	0.6564	65.64%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	+	0.5360	53.60%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9671	96.71%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	-	0.6909	69.09%
CYP inhibitory promiscuity	-	0.8657	86.57%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6551	65.51%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.5754	57.54%
Skin corrosion	-	0.9750	97.50%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5864	58.64%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6884	68.84%
skin sensitisation	+	0.5391	53.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8116	81.16%
Acute Oral Toxicity (c)	III	0.6289	62.89%
Estrogen receptor binding	+	0.7355	73.55%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.8051	80.51%
Aromatase binding	+	0.7727	77.27%
PPAR gamma	+	0.7208	72.08%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.75%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.53%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.43%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.75%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14488632
• LOTUS: LTS0034370
• wikiData: Q105244303