5b,8,8,11a,13a-Pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydrophenanthro[2,1-e][2]benzofuran-4,13-diol

Details

• Internal ID: d82de681-0138-48a5-af76-0c8c4b89d86f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: 5b,8,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydrophenanthro[2,1-e][2]benzofuran-4,13-diol
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CC(C4(C3CC(C5=COC=C54)O)C)O)C)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CC(C4(C3CC(C5=COC=C54)O)C)O)C)C)C
• InChI: InChI=1S/C25H38O3/c1-22(2)8-6-9-23(3)18(22)7-10-24(4)19(23)12-21(27)25(5)16-14-28-13-15(16)17(26)11-20(24)25/h13-14,17-21,26-27H,6-12H2,1-5H3
• InChI Key: YOOYCQNQJUSJJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.28209507 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5358	53.58%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5979	59.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8997	89.97%
P-glycoprotein inhibitior	-	0.6954	69.54%
P-glycoprotein substrate	-	0.8066	80.66%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.5698	56.98%
CYP2D6 substrate	+	0.3685	36.85%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	-	0.7973	79.73%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.5460	54.60%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7553	75.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5205	52.05%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7235	72.35%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8072	80.72%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7670	76.70%
Acute Oral Toxicity (c)	III	0.5561	55.61%
Estrogen receptor binding	+	0.8599	85.99%
Androgen receptor binding	+	0.6068	60.68%
Thyroid receptor binding	+	0.7754	77.54%
Glucocorticoid receptor binding	+	0.8032	80.32%
Aromatase binding	+	0.7728	77.28%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9761	97.61%

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	95.23%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.81%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.27%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.73%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.01%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.72%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.37%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76018769
• LOTUS: LTS0263417
• wikiData: Q105351440