(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-(1-hydroxyethenyl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

Details

• Internal ID: 4d66c88c-76d3-4419-9607-121328c69eaf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: (1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-(1-hydroxyethenyl)-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC5(C4C(CC5)C(=C)O)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C(=C)O
• InChI: InChI=1S/C29H48O2/c1-18(30)19-10-13-26(4)16-17-28(6)20(24(19)26)8-9-22-27(5)14-12-23(31)25(2,3)21(27)11-15-29(22,28)7/h19-24,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,23-,24+,26+,27-,28+,29+/m0/s1
• InChI Key: DBCBKOCKXNAJLA-XJJQXQETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₂
• Molecular Weight: 428.70 g/mol
• Exact Mass: 428.365430770 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.52
• 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	-	0.5308	53.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4991	49.91%
OATP2B1 inhibitior	-	0.7189	71.89%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	-	0.2162	21.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5857	58.57%
P-glycoprotein inhibitior	-	0.8556	85.56%
P-glycoprotein substrate	-	0.8900	89.00%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	-	0.7395	73.95%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.7476	74.76%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.7295	72.95%
CYP2C8 inhibition	-	0.6150	61.50%
CYP inhibitory promiscuity	-	0.7537	75.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9149	91.49%
Skin irritation	+	0.5746	57.46%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4174	41.74%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	+	0.5453	54.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5883	58.83%
Acute Oral Toxicity (c)	III	0.6455	64.55%
Estrogen receptor binding	+	0.7505	75.05%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7891	78.91%
Aromatase binding	+	0.7182	71.82%
PPAR gamma	+	0.5356	53.56%
Honey bee toxicity	-	0.6914	69.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	89.95%	90.17%
CHEMBL233	P35372	Mu opioid receptor	89.55%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.44%	96.38%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.95%	95.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.18%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.34%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.23%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	85.43%	92.98%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.24%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.78%	95.58%
CHEMBL206	P03372	Estrogen receptor alpha	84.02%	97.64%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.40%	98.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.96%	82.69%
CHEMBL204	P00734	Thrombin	81.56%	96.01%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.81%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.17%	91.03%

Plants that contains it

• Maytenus boaria

Cross-Links

• PubChem: 163076622
• LOTUS: LTS0007543
• wikiData: Q104974254