9-[(4b,8,8-Trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol

Details

• Internal ID: a4f848e1-7066-4bfa-93b3-c661222923b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 9-[(4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-yl)oxy]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,10-diol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)C)C)OC4C(C5=CC(=C(C=C5C6(C4C(CCC6)(C)C)C)O)C(C)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)C)C)OC4C(C5=CC(=C(C=C5C6(C4C(CCC6)(C)C)C)O)C(C)C)O
• InChI: InChI=1S/C40H56O3/c1-23(2)26-20-28-30(21-31(26)41)40(10)18-12-16-38(7,8)36(40)35(34(28)42)43-32-22-29-25(19-27(32)24(3)4)13-14-33-37(5,6)15-11-17-39(29,33)9/h13-14,19-24,33-36,41-42H,11-12,15-18H2,1-10H3
• InChI Key: BVXJJUVTDVHJFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₃
• Molecular Weight: 584.90 g/mol
• Exact Mass: 584.42294564 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 11.70
• Atomic LogP (AlogP): 10.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

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	-	0.7142	71.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7551	75.51%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9858	98.58%
P-glycoprotein inhibitior	+	0.8421	84.21%
P-glycoprotein substrate	+	0.5131	51.31%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	+	0.3512	35.12%
CYP3A4 inhibition	-	0.8289	82.89%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.6121	61.21%
CYP2D6 inhibition	-	0.8789	87.89%
CYP1A2 inhibition	+	0.7298	72.98%
CYP2C8 inhibition	+	0.6439	64.39%
CYP inhibitory promiscuity	-	0.5197	51.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8143	81.43%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7139	71.39%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6471	64.71%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7029	70.29%
skin sensitisation	-	0.7087	70.87%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7726	77.26%
Acute Oral Toxicity (c)	III	0.7535	75.35%
Estrogen receptor binding	+	0.7770	77.70%
Androgen receptor binding	+	0.6677	66.77%
Thyroid receptor binding	+	0.6673	66.73%
Glucocorticoid receptor binding	+	0.8347	83.47%
Aromatase binding	+	0.7617	76.17%
PPAR gamma	+	0.7289	72.89%
Honey bee toxicity	-	0.6237	62.37%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.77%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.31%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.99%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	92.58%	95.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.94%	91.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.91%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.40%	95.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.86%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.84%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.66%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.29%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.66%	97.33%
CHEMBL4208	P20618	Proteasome component C5	83.55%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.37%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.69%	82.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.70%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.32%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%

Plants that contains it

• Calocedrus macrolepis

Cross-Links

• PubChem: 73037073
• LOTUS: LTS0027462
• wikiData: Q104946983