Sphaeropsidin F

Details

• Internal ID: ddc144c0-ffb3-4afd-8215-2d24d9ecfd77
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: (4R,4aR,4bR,7R,9S,10R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-4,4b,9,10-tetrol
• SMILES (Canonical): CC1(CCC(C2(C1C(C(C3=CC(CCC32O)(C)C=C)O)O)C)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C(=C1)[C@@H]([C@@H]([C@@H]3[C@@]2([C@@H](CCC3(C)C)O)C)O)O)O)C=C
• InChI: InChI=1S/C20H32O4/c1-6-18(4)9-10-20(24)12(11-18)14(22)15(23)16-17(2,3)8-7-13(21)19(16,20)5/h6,11,13-16,21-24H,1,7-10H2,2-5H3/t13-,14+,15+,16+,18+,19+,20-/m1/s1
• InChI Key: MDMNBGISPKQWRE-KNEKMNIZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEBI:69498
• Q27137838
• (4R,4aR,4bR,7R,9S,10R,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-4,4b,9,10-tetrol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.8063	80.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.5905	59.05%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.7978	79.78%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.8270	82.70%
CYP2C19 inhibition	-	0.7622	76.22%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	-	0.7042	70.42%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.5132	51.32%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5627	56.27%
skin sensitisation	-	0.6632	66.32%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7376	73.76%
Acute Oral Toxicity (c)	I	0.4298	42.98%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	+	0.6115	61.15%
Thyroid receptor binding	+	0.6684	66.84%
Glucocorticoid receptor binding	+	0.7438	74.38%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	-	0.6457	64.57%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.50%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.95%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.37%	97.25%

Plants that contains it

• Ceratodon purpureus

Cross-Links

• PubChem: 10925744
• LOTUS: LTS0026034
• wikiData: Q27137838