Petalostemumol

Details

• Internal ID: 12334bd4-2a51-4059-bf50-60959cc7c09d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 2-prenylated flavans > 2-prenylated flavanones
• IUPAC Name: (2R,3R)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-enyl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C(=C1C2C(C(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)CC=C(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C(=C1[C@@H]2[C@H](C(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)CC=C(C)C)O)O)C
• InChI: InChI=1S/C30H36O7/c1-15(2)7-10-18-13-23(33)26(34)20(12-9-17(5)6)24(18)30-28(36)27(35)25-22(32)14-21(31)19(29(25)37-30)11-8-16(3)4/h7-9,13-14,28,30-34,36H,10-12H2,1-6H3/t28-,30+/m0/s1
• InChI Key: DDKWTXSGQOKXGP-MFMCTBQISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₇
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.24610348 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.71
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• CHEMBL515359

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	-	0.7518	75.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6573	65.73%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7310	73.10%
P-glycoprotein inhibitior	+	0.6830	68.30%
P-glycoprotein substrate	-	0.7249	72.49%
CYP3A4 substrate	+	0.5435	54.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	+	0.7997	79.97%
CYP2C19 inhibition	+	0.7655	76.55%
CYP2D6 inhibition	-	0.7000	70.00%
CYP1A2 inhibition	+	0.7157	71.57%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	+	0.7938	79.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7287	72.87%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7434	74.34%
Skin irritation	-	0.7355	73.55%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7788	77.88%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7764	77.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7172	71.72%
Acute Oral Toxicity (c)	III	0.4924	49.24%
Estrogen receptor binding	+	0.8654	86.54%
Androgen receptor binding	+	0.6697	66.97%
Thyroid receptor binding	+	0.5134	51.34%
Glucocorticoid receptor binding	+	0.8072	80.72%
Aromatase binding	+	0.5365	53.65%
PPAR gamma	+	0.7909	79.09%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	99.59%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.41%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.20%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.67%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.57%	94.45%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.22%	80.00%

Plants that contains it

• Dalea purpurea
• Dalea purpurea var. purpurea

Cross-Links

• PubChem: 15232524
• NPASS: NPC211107
• LOTUS: LTS0052730
• wikiData: Q104976468