3-(2-Hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-5,6,9-triol

Details

• Internal ID: a0264f50-f4ae-4859-a799-0d50d0b760d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-5,6,9-triol
• SMILES (Canonical): CC1(C(CCC2(C1CC(C3(C2CCC4C3(C(CC5C4(CCC5C(C)(C)O)C)O)C)C)O)C)O)C
• SMILES (Isomeric): CC1(C(CCC2(C1CC(C3(C2CCC4C3(C(CC5C4(CCC5C(C)(C)O)C)O)C)C)O)C)O)C
• InChI: InChI=1S/C30H52O4/c1-25(2)21-16-24(33)30(8)20(28(21,6)14-12-22(25)31)10-9-19-27(5)13-11-17(26(3,4)34)18(27)15-23(32)29(19,30)7/h17-24,31-34H,9-16H2,1-8H3
• InChI Key: OBINFOUDXKPAJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₄
• Molecular Weight: 476.70 g/mol
• Exact Mass: 476.38656014 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.6822	68.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6351	63.51%
OATP2B1 inhibitior	-	0.5846	58.46%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.6662	66.62%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.8353	83.53%
CYP3A4 substrate	+	0.6352	63.52%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.8810	88.10%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.9448	94.48%
CYP2D6 inhibition	-	0.9733	97.33%
CYP1A2 inhibition	-	0.7458	74.58%
CYP2C8 inhibition	-	0.7137	71.37%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6924	69.24%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8825	88.25%
Skin irritation	+	0.6453	64.53%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7824	78.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6152	61.52%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7255	72.55%
skin sensitisation	-	0.6629	66.29%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9082	90.82%
Acute Oral Toxicity (c)	III	0.7153	71.53%
Estrogen receptor binding	+	0.7127	71.27%
Androgen receptor binding	+	0.6967	69.67%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7484	74.84%
Aromatase binding	+	0.7383	73.83%
PPAR gamma	+	0.5786	57.86%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	97.03%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.48%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.43%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.69%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.95%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.91%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.63%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	83.09%	95.38%
CHEMBL206	P03372	Estrogen receptor alpha	81.73%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.45%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76374168
• LOTUS: LTS0215930
• wikiData: Q104193209