Flavalin B

Details

• Internal ID: 94a6dd07-8241-4962-8d0f-987bca894103
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,5S,6S,7S,8S,9S)-9-hydroxy-5,6,8-trimethyl-10-oxatricyclo[5.3.3.01,6]tridec-2-en-13-one
• SMILES (Canonical): CC1CC=CC23C1(C(C(C(O2)O)C)C(=O)CC3)C
• SMILES (Isomeric): C[C@H]1CC=C[C@@]23[C@@]1([C@H]([C@@H]([C@H](O2)O)C)C(=O)CC3)C
• InChI: InChI=1S/C15H22O3/c1-9-5-4-7-15-8-6-11(16)12(14(9,15)3)10(2)13(17)18-15/h4,7,9-10,12-13,17H,5-6,8H2,1-3H3/t9-,10-,12+,13-,14-,15+/m0/s1
• InChI Key: FWWRXBATPXVGGD-KXPNOOGQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:68385
• RefChem:140592
• (1S,5S,6S,7S,8S,9S)-9-hydroxy-5,6,8-trimethyl-10-oxatricyclo(5.3.3.01,6)tridec-2-en-13-one
• CHEMBL1689101
• Q27136882
• (1S*,4aS*,8S*,8aS*,10S*,11S*)-10-hydroxy-8,8a,11-trimethyl-1,3,4,7,8,8a-hexahydro-2H-4a,1-(epoxyethano)naphthalen-2-one
• rel-(1S,4aS,8S,8aS,10S,11S)-10-hydroxy-8,8a,11-trimethyl-1,3,4,7,8,8a-hexahydro-2H-4a,1-(epoxyethano)naphthalen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.8445	84.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5649	56.49%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9787	97.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8810	88.10%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.8635	86.35%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.8260	82.60%
CYP2C9 inhibition	-	0.9355	93.55%
CYP2C19 inhibition	-	0.9195	91.95%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.6695	66.95%
CYP2C8 inhibition	-	0.8754	87.54%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6265	62.65%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9522	95.22%
Skin irritation	+	0.6344	63.44%
Skin corrosion	-	0.8575	85.75%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6316	63.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.6519	65.19%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4694	46.94%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	-	0.5225	52.25%
Androgen receptor binding	-	0.5076	50.76%
Thyroid receptor binding	-	0.6307	63.07%
Glucocorticoid receptor binding	-	0.6098	60.98%
Aromatase binding	-	0.7605	76.05%
PPAR gamma	-	0.6618	66.18%
Honey bee toxicity	-	0.8574	85.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9202	92.02%

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	96.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.47%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.09%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	81.97%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.30%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51041099
• LOTUS: LTS0274669
• wikiData: Q27136882