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

Details

• Internal ID: 9af04d71-9ed1-447d-bc41-bbf2b7910fd5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids
• IUPAC Name: 5a,5b,8,8,11a,13b-hexamethyl-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-2-ol
• SMILES (Canonical): CC(=C)C1C2CCC3(C(C2(CC1O)C)CCC4C3(CCC5C4(CCCC5(C)C)C)C)C
• SMILES (Isomeric): CC(=C)C1C2CCC3(C(C2(CC1O)C)CCC4C3(CCC5C4(CCCC5(C)C)C)C)C
• InChI: InChI=1S/C30H50O/c1-19(2)25-20-12-16-29(7)24(28(20,6)18-21(25)31)11-10-23-27(5)15-9-14-26(3,4)22(27)13-17-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3
• InChI Key: XSMZUIVIZWTOHO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.70 g/mol
• Exact Mass: 426.386166214 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 8.02
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.5985	59.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6238	62.38%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	-	0.3589	35.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6176	61.76%
P-glycoprotein inhibitior	-	0.7230	72.30%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	+	0.6570	65.70%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8582	85.82%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.7410	74.10%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.8230	82.30%
CYP2C8 inhibition	-	0.6343	63.43%
CYP inhibitory promiscuity	-	0.7455	74.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8758	87.58%
Skin irritation	+	0.7058	70.58%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5954	59.54%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.6258	62.58%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6818	68.18%
Acute Oral Toxicity (c)	III	0.8680	86.80%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	+	0.7483	74.83%
Thyroid receptor binding	+	0.6170	61.70%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.7196	71.96%
PPAR gamma	+	0.5729	57.29%
Honey bee toxicity	-	0.7095	70.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	97.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.92%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.61%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.07%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.88%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.94%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.03%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	85.88%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.67%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	85.16%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	84.30%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.98%	96.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.72%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	82.29%	92.97%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.20%	91.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.98%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.64%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.54%	99.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.36%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.34%	98.99%

Plants that contains it

• Fossombronia alaskana

Cross-Links

• PubChem: 162941588
• LOTUS: LTS0174536
• wikiData: Q105341113