11,13-Dihydrodesacylcynaropicrin

Details

• Internal ID: 771ae47f-cc16-464c-92ec-b0ffcafa4b8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aR,4S,6aR,8S,9aR,9bR)-4,8-dihydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2C(CC(=C)C3CC(C(=C)C3C2OC1=O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=C)[C@@H]3C[C@@H](C(=C)[C@@H]3[C@H]2OC1=O)O)O
• InChI: InChI=1S/C15H20O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h8-14,16-17H,1-2,4-5H2,3H3/t8-,9-,10-,11-,12-,13+,14+/m0/s1
• InChI Key: AEWOONBLAKEKSC-CLSQCYNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 11,13-Dihydrodesacylcynaropicrin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.6599	65.99%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5000	50.00%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9616	96.16%
P-glycoprotein inhibitior	-	0.9196	91.96%
P-glycoprotein substrate	-	0.7332	73.32%
CYP3A4 substrate	+	0.5627	56.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.7193	71.93%
CYP2C8 inhibition	-	0.9493	94.93%
CYP inhibitory promiscuity	-	0.8891	88.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.4486	44.86%
Eye corrosion	-	0.9290	92.90%
Eye irritation	-	0.8353	83.53%
Skin irritation	-	0.5720	57.20%
Skin corrosion	-	0.8672	86.72%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7506	75.06%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7764	77.64%
skin sensitisation	-	0.7200	72.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7338	73.38%
Acute Oral Toxicity (c)	III	0.3912	39.12%
Estrogen receptor binding	-	0.5176	51.76%
Androgen receptor binding	-	0.4858	48.58%
Thyroid receptor binding	-	0.5649	56.49%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7364	73.64%
PPAR gamma	-	0.8017	80.17%
Honey bee toxicity	-	0.7335	73.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9085	90.85%

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	89.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.78%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.82%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.42%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL1871	P10275	Androgen Receptor	84.48%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.66%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.64%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.27%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Achillea arabica
• Acrisione denticulata
• Archidendron ellipticum
• Baccharis dracunculifolia
• Berberis orthobotrys
• Blumea eriantha
• Bulbinella floribunda
• Caryocar villosum
• Centaurea collina
• Centaurea pabotii
• Cephalotaxus harringtonii
• Ceriops decandra
• Cheirolophus canariensis
• Cheirolophus uliginosus
• Cipadessa baccifera
• Cucurbita moschata
• Cyclolepis genistoides
• Dalbergia ecastaphyllum
• Diplazium esculentum
• Euonymus laxiflorus
• Euphorbia jolkinii
• Glochidion philippicum
• Himalaiella deltoidea
• Ilex brevicuspis
• Myoporum platycarpum
• Ocimum gratissimum
• Ongokea gore
• Palaquium canaliculatum
• Phlojodicarpus sibiricus
• Physalis sordida
• Picris conyzoides
• Sanicula epipactis
• Senecio heliopsis
• Solidago petiolaris
• Tabernaemontana divaricata
• Tricholepis glaberrima
• Zaluzania grayana
• Zanthoxylum rhoifolium
• Zygia racemosa

Cross-Links

• PubChem: 12047617
• NPASS: NPC99744
• LOTUS: LTS0188770
• wikiData: Q104910686