Peniciversiol A

Details

• Internal ID: adfbeece-3271-4475-bbc2-64e951d4b47e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (4aS,8S,10S,10aS,10bR)-10-hydroxy-8-(hydroxymethyl)-4a,10b-dimethyl-8,9,10,10a-tetrahydrobenzo[f]chromen-1-one
• SMILES (Canonical): CC12C=CC3=CC(CC(C3C1(C(=O)C=CO2)C)O)CO
• SMILES (Isomeric): C[C@]12C=CC3=C[C@H](C[C@@H]([C@@H]3[C@]1(C(=O)C=CO2)C)O)CO
• InChI: InChI=1S/C16H20O4/c1-15-5-3-11-7-10(9-17)8-12(18)14(11)16(15,2)13(19)4-6-20-15/h3-7,10,12,14,17-18H,8-9H2,1-2H3/t10-,12+,14-,15+,16-/m1/s1
• InChI Key: KUIUVKRUEXQWDJ-ZZIHQOKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 4
• 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	+	0.9723	97.23%
Caco-2	+	0.5717	57.17%
Blood Brain Barrier	+	0.5033	50.33%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9552	95.52%
BSEP inhibitior	-	0.6808	68.08%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.6606	66.06%
CYP3A4 substrate	+	0.5944	59.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.7127	71.27%
CYP2C9 inhibition	-	0.8173	81.73%
CYP2C19 inhibition	-	0.7637	76.37%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.6942	69.42%
CYP2C8 inhibition	-	0.8663	86.63%
CYP inhibitory promiscuity	-	0.7437	74.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9782	97.82%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4371	43.71%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5397	53.97%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5832	58.32%
Acute Oral Toxicity (c)	III	0.5250	52.50%
Estrogen receptor binding	+	0.5881	58.81%
Androgen receptor binding	-	0.4903	49.03%
Thyroid receptor binding	-	0.5960	59.60%
Glucocorticoid receptor binding	-	0.4859	48.59%
Aromatase binding	+	0.5653	56.53%
PPAR gamma	-	0.5649	56.49%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	95.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.25%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	88.73%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.89%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.88%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.36%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683116
• LOTUS: LTS0107227
• wikiData: Q105146179