3a,5a,5b,8,8,11a-Hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-7,9-diol

Details

• Internal ID: 0126f102-1321-4663-8e1e-542c664178bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-7,9-diol
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5C(CC4(C3(CC2)C)C)O)(C)C)O)C)C
• SMILES (Isomeric): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5C(CC4(C3(CC2)C)C)O)(C)C)O)C)C
• InChI: InChI=1S/C30H50O2/c1-18(2)19-11-13-27(5)15-16-29(7)20(24(19)27)9-10-22-28(6)14-12-23(32)26(3,4)25(28)21(31)17-30(22,29)8/h19-25,31-32H,1,9-17H2,2-8H3
• InChI Key: DSXMIKAVZFWLFV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.00
• 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	+	0.9971	99.71%
Caco-2	-	0.5885	58.85%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4940	49.40%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	-	0.2792	27.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4694	46.94%
P-glycoprotein inhibitior	-	0.8083	80.83%
P-glycoprotein substrate	-	0.6786	67.86%
CYP3A4 substrate	+	0.6821	68.21%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8394	83.94%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	-	0.5959	59.59%
CYP inhibitory promiscuity	-	0.7013	70.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5691	56.91%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5722	57.22%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4614	46.14%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8181	81.81%
skin sensitisation	+	0.5639	56.39%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	+	0.5894	58.94%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.78%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.90%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.47%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.40%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.31%	82.69%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	91.14%	95.42%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.91%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.84%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	85.35%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.34%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	82.99%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.08%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	81.79%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.43%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.36%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.24%	92.86%
CHEMBL1871	P10275	Androgen Receptor	81.15%	96.43%
CHEMBL206	P03372	Estrogen receptor alpha	80.91%	97.64%

Plants that contains it

• Drypetes inaequalis
• Drypetes tessmanniana
• Pleurostylia opposita
• Viburnum chingii

Cross-Links

• PubChem: 74830164
• LOTUS: LTS0153231
• wikiData: Q104988105