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]chrysen-9-ol

Details

• Internal ID: 6f8d9f18-1d4f-41f5-9abc-30f82b1f2550
• 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]chrysen-9-ol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC5C4(CCC5C(C)(C)O)C)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC5C4(CCC5C(C)(C)O)C)C)C)C
• InChI: InChI=1S/C30H52O2/c1-25(2)21-13-18-30(8)23(28(21,6)16-14-24(25)31)10-9-22-27(5)15-11-19(26(3,4)32)20(27)12-17-29(22,30)7/h19-24,31-32H,9-18H2,1-8H3
• InChI Key: FNUXMEOWJVTJJE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.22
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.6001	60.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5674	56.74%
OATP2B1 inhibitior	-	0.5829	58.29%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5612	56.12%
P-glycoprotein inhibitior	-	0.7070	70.70%
P-glycoprotein substrate	-	0.9359	93.59%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.8749	87.49%
CYP2C19 inhibition	-	0.8829	88.29%
CYP2D6 inhibition	-	0.9705	97.05%
CYP1A2 inhibition	+	0.5611	56.11%
CYP2C8 inhibition	-	0.7140	71.40%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8950	89.50%
Skin irritation	+	0.6020	60.20%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5878	58.78%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.7880	78.80%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8868	88.68%
Acute Oral Toxicity (c)	III	0.8006	80.06%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	+	0.7834	78.34%
Aromatase binding	+	0.7339	73.39%
PPAR gamma	+	0.5731	57.31%
Honey bee toxicity	-	0.7486	74.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9490	94.90%

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	96.77%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.41%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.76%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.23%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.09%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.68%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.07%	96.61%
CHEMBL1871	P10275	Androgen Receptor	83.36%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	81.61%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.10%	91.03%

Plants that contains it

• Abies veitchii
• Castanopsis eyrei

Cross-Links

• PubChem: 137796540
• LOTUS: LTS0267246
• wikiData: Q104998556