Spiro[acephenanthrylene-4(5H),2a(2)-bicyclo[3.1.0]hexan]-2(6H)-one, 6a,7,8,9,10,10a-hexahydro-1,5-dihydroxy-7,7,10a-trimethyl-3,5a(2)-bis(1-methylethyl)-, (1a(2)S,2a(2)S,5R,5a(2)R,6aS,10aS)-

Details

• Internal ID: d5faf049-cf22-41a2-b608-0dbce9aa57f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1,5-dihydroxy-7,7,10a-trimethyl-1',3-di(propan-2-yl)spiro[5,6,6a,8,9,10-hexahydroacephenanthrylene-4,4'-bicyclo[3.1.0]hexane]-2-one
• InChI: InChI=1S/C30H42O3/c1-15(2)20-22-21-17(26(33)30(22)12-11-29(16(3)4)14-19(29)30)13-18-27(5,6)9-8-10-28(18,7)23(21)25(32)24(20)31/h15-16,18-19,26,32-33H,8-14H2,1-7H3
• InChI Key: HCFGMTANKHPFJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₃
• Molecular Weight: 450.70 g/mol
• Exact Mass: 450.31339520 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.68
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 146502-93-4
• Spiro[acephenanthrylene-4(5H),2'-bicyclo[3.1.0]hexan]-2(6H)-one, 6a,7,8,9,10,10a-hexahydro-1,5-dihydroxy-7,7,10a-trimethyl-3,5'-bis(1-methylethyl)-, (1'S,2'S,5R,5'R,6aS,10aS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.5778	57.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8200	82.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	+	0.6380	63.80%
P-glycoprotein inhibitior	-	0.5262	52.62%
P-glycoprotein substrate	-	0.5496	54.96%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.8305	83.05%
CYP2C9 inhibition	-	0.6921	69.21%
CYP2C19 inhibition	-	0.7585	75.85%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.7168	71.68%
CYP2C8 inhibition	-	0.5981	59.81%
CYP inhibitory promiscuity	-	0.5966	59.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5444	54.44%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8262	82.62%
Skin irritation	+	0.5393	53.93%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4925	49.25%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	+	0.4882	48.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.5945	59.45%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.6263	62.63%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.6793	67.93%
PPAR gamma	+	0.7442	74.42%
Honey bee toxicity	-	0.7441	74.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	97.33%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	95.50%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.36%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	87.90%	95.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.97%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.04%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.02%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	83.76%	92.98%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.81%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.25%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.36%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.40%	91.03%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 162851816
• LOTUS: LTS0167634
• wikiData: Q105025665