(4bS,5R,8aS)-2-methoxy-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthrene-1,5-diol

Details

• Internal ID: 2501e2aa-9e9c-45ce-8351-8d9c1d670289
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,5R,8aS)-2-methoxy-4b,8,8-trimethyl-5,6,7,8a-tetrahydrophenanthrene-1,5-diol
• SMILES (Canonical): CC1(CCC(C2(C1C=CC3=C2C=CC(=C3O)OC)C)O)C
• SMILES (Isomeric): C[C@]12[C@@H](CCC([C@@H]1C=CC3=C2C=CC(=C3O)OC)(C)C)O
• InChI: InChI=1S/C18H24O3/c1-17(2)10-9-15(19)18(3)12-6-7-13(21-4)16(20)11(12)5-8-14(17)18/h5-8,14-15,19-20H,9-10H2,1-4H3/t14-,15+,18+/m0/s1
• InChI Key: XSMQUULXNSAWRY-HDMKZQKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7682	76.82%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7214	72.14%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8753	87.53%
P-glycoprotein inhibitior	-	0.9148	91.48%
P-glycoprotein substrate	-	0.6779	67.79%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	+	0.3512	35.12%
CYP3A4 inhibition	-	0.6251	62.51%
CYP2C9 inhibition	-	0.7946	79.46%
CYP2C19 inhibition	-	0.7369	73.69%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	+	0.7316	73.16%
CYP2C8 inhibition	+	0.4533	45.33%
CYP inhibitory promiscuity	-	0.7643	76.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6814	68.14%
Skin irritation	-	0.6259	62.59%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4760	47.60%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.6631	66.31%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6158	61.58%
Acute Oral Toxicity (c)	III	0.6749	67.49%
Estrogen receptor binding	+	0.7081	70.81%
Androgen receptor binding	-	0.5431	54.31%
Thyroid receptor binding	+	0.7884	78.84%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.8125	81.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9648	96.48%

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	97.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.97%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.78%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.38%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.97%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.53%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.82%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.48%	94.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.89%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.57%	95.56%
CHEMBL1871	P10275	Androgen Receptor	81.24%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 10493603
• LOTUS: LTS0042929
• wikiData: Q105341107